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Use of dodecanoyl isothiocyanate as building block in synthesis of target benzothiazine, quinazoline, benzothiazole and thiourea derivatives

  • Magdy M. Hemdan EMAIL logo and Eman A. El-Bordany
Published/Copyright: March 31, 2016
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Chemical Papers
From the journal Chemical Papers Volume 70 Issue 8

Abstract

Dodecanoyl isothiocyanate (I) reacts additively with anthranilic acid to afford derivatives of thiourea II and benzothiazine III in a one-pot reaction. The cyclisation of thiourea II was achieved using acetic anhydride to form quinazoline derivative IV. The heating of quinazoline IV in acetic anhydride or butan-1-ol gave quinazoline derivatives V or VI, respectively. Benzothiazine III underwent trans-acylation to benzothiazine VII in boiling acetic anhydride. The treatment of IV with hydrazine hydrate, anthranilic acid or ethyl carbazate afforded derivatives of triazoloquinazoline VIII, quinazolinoquinazoline XI or thiosemicarbazide X, respectively. The reaction of I with 2aminophenol or 2-aminothiophenol afforded thiourea derivative XIII or benzothiazole derivative XIV, respectively. Most of the synthesised compounds bear a lauroyl (dodecanoyl) group (a hydrocarbon moiety). The structures of the synthesised compounds were confirmed by microanalytical and spectral data.

Keywords: lauroyl isothiocyanate; thiourea; benzothiazine; quinazoline; thiosemicarbazide derivatives

References

Alagarsamy, V., & Pathak, U. S. (2007). Synthesis and antihypertensive activity of novel 3-benzyl-2-substituted-3H-[1, 2, 4]triazolo[5, 1-b]quinazolin-9-ones. Bioorganic & Medicinal Chemistry, 15, 3457–3462. DOI: 10.1016/j.bmc.2007.03. 007.10.1016/j.bmc.2007.03.007">10.1016/j.bmc.2007.03.007Search in Google Scholar

Alagarsamy, V., Murugesan, S., Dhanabal, K., Murugan, M., & de Clercq, E. (2007). AntiHIV, antibacterial and antifungal activities of some novel 2-methyl-3-(substituted methylamino)-(3H)-quinazolin-4-ones. Indian Journal of Pharmaceutical Sciences, 69, 304–307. DOI: 10.4103/0250474x.33167.10.4103/0250474x.33167">10.4103/0250474x.33167Search in Google Scholar

Balzarini, J., Van Daele, I., Negri, A., Solaroli, N., Karlsson, A., Liekens, S., Gago, F., & Van Calenbergh, S. (2009). Human mitochondrial thymidine kinase is selectively inhibited by 3′-thiourea derivatives of β-thymidine: Identification of residues crucial for both inhibition and catalytic activity. Molecular Pharmacology, 75, 1127–1136. DOI: 10.1124/mol.108.053785.10.1124/mol.108.053785">10.1124/mol.108.053785Search in Google Scholar

Barluenga, J., Tomás, M., Ballesteros, A., & López, L. A. (1994). A simple approach to pyrimidine and quinazoline derivatives by [4+2] cycloaddition of 1, 3-diazadienes and enamines. Heterocycles, 37, 1109–1120. DOI: 10.3987/com-93-s123.10.3987/com-93-s123">10.3987/com-93-s123Search in Google Scholar

Bukvić Krajačić, M., Perić, M., Smith, K. S., Ivezić Schönfeld, Z., Žiher, D., Fajdetić, A., Kujundžić N., Schönfeld, W., Landek, G., Padovan, J., Jelić, D., Ager, A., Milhous, W. K., Ellis, W., Spaventi, R., & Ohrt, C. (2011). Synthesis, structure–activity relationship, and antimalarial activity of ureas and thioureas of 15-membered azalides. Journal of Medicinal Chemistry, 54, 3595–3605. DOI: 10.1021/jm2001585.10.1021/jm2001585">10.1021/jm2001585Search in Google Scholar

Butin, A. V., Tsiunchik, F. A., Abaev, V. T., Gutnov, A. V., & Cheshkov, D. A. (2009). Aryl ring migration reaction in the synthesis of 2, 4-diaryl-4H-3, 1-benzothiazines. Synthesis, 2009, 2616–2626. DOI: 10.1055/s-0029-1217399.10.1055/s-0029-1217399">10.1055/s-0029-1217399Search in Google Scholar

Butler, K., & Partridge, M. W. (1959). Cyclic amidines. Part VIII. Derivatives of 12H-6:7:12a-triazabenz[a]anthracene and 5aH-5:6:11a-triazanaphthacene. Journal of Chemical Society, 1959, 1512–1521.10.1039/jr9590001512Search in Google Scholar

Canon, K. K. (1984). Japan Patent No. JP59197051. Tokyo, Japan: Japan Patent Office.Search in Google Scholar

Chandrika, P. M., Yakaiah, T., Rao, A. R. R., Narsaiah, B., Reddy, N. C., Sridhar, V., & Rao, J. V. (2008). Synthesis of novel 4,6-disubstituted quinazoline derivatives, their anti-inflammatory and anti-cancer activity (cytotoxic) against U937 leukemia cell lines. European Journal of Medicinal Chemistry, 43, 846–852. DOI: 10.1016/j.ejmech.2007.06.010.10.1016/j.ejmech.2007.06.010">10.1016/j.ejmech.2007.06.010Search in Google Scholar

Cohen, E., Klarberg, B., & Vaughan, J. R., Jr. (1960). Quinazolinone sulfonamides. A new class of diuretic agents. Journal of the American Chemical Society, 82, 2731–2735. DOI: 10.1021/ja01496a020.10.1021/ja01496a020">10.1021/ja01496a020Search in Google Scholar

Ding, Q., Liu, X., Yu, J., Zhang, Q., Wang, D., Cao, B., & Peng, Y. (2012). Access to functionalized 4-benzylidene-4Hbenzo[d][1,3]thiazines via tandem addition-cyclization/cross-coupling reactions. Tetrahedron, 68, 3937–3941. DOI: 10. 1016/j.tet.2012.03.098.10. 1016/j.tet.2012.03.098">10. 1016/j.tet.2012.03.098Search in Google Scholar

Ding, Q., Lin, Y., Ding, G., Liao, F., Sang, X., & Peng, Y. Y. (2013). New simple synthesis of ring-fused 4-alkyl4H-3,1-benzothiazine-2-thiones: Direct formation from carbon disulfide and (E)-3-(2-aminoaryl)acrylates or (E)-3-(2-aminoaryl)acrylonitriles. Beilstein Journal of Organic Chemistry, 9, 460–466. DOI: 10.3762/bjoc.9.49.10.3762/bjoc.9.49">10.3762/bjoc.9.49Search in Google Scholar

El-Bordany, E. A. (2012). Addition-cyclization of lauroyl isothiocyanate with hydrazine derivatives as a source of 1,2,4-triazoles. Middle-East Journal of Scientific Research, 11, 266–271.Search in Google Scholar

El-Hiti, G. A., Hussain, A., Hegazy, A. S., & Alotaibi, M. H. (2011). Thioxoquinazolines: synthesis, reactions and biological activities. Journal of Sulfur Chemistry, 32, 361–395. DOI: 10.1080/17415993.2011.601417.10.1080/17415993.2011.601417">10.1080/17415993.2011.601417Search in Google Scholar

El-Sayed, R., & Khairou, K. S. (2015). Propoxylated fatty thiazole, pyrazole, triazole, and pyrrole derivatives with antimicrobial and surface activity. Journal of Surfactants and Detergents, 18, 661–673. DOI: 10.1007/s11743-015-1684-8.10.1007/s11743-015-1684-8">10.1007/s11743-015-1684-8Search in Google Scholar

Fahmy, A. F., Ali, N., Abdelhamid, H., Shiba, S., & Hemdan, M. M. (2010). The utility of p-N-succinimidobenzoyl isothiocyanate in synthesis of benzoxazole, quinazoline, pyrimidine, 1,2,4-triazoline, 1,3-thiazolidine, and thiourea derivatives. Phosphorus, Sulfur, and Silicon and the Related Elements, 185, 1536–1542. DOI: 10.1080/10426500903127557.10.1080/10426500903127557">10.1080/10426500903127557Search in Google Scholar

Gažák, R., Purchartová, K., Marhol, P., Živná, L., Sedmera, P., Valentová, K., Kato, N., Matsumura, H., Kaihatsu, K., & Křen, V. (2010). Antioxidant and antiviral activities of silybin fatty acid conjugates. European Journal of Medicinal Chemistry, 45, 1059–1067. DOI: 10.1016/j.ejmech.2009.11.056.10.1016/j.ejmech.2009.11.056">10.1016/j.ejmech.2009.11.056Search in Google Scholar

Ghorab, M. M., Ismail, Z. H., Abdalla, M., & Radwan, A. A. (2013). Synthesis, antimicrobial evaluation and molecular modelling of novel sulfonamides carrying a biologically active quinazoline nucleus. Archives of Pharmacal Research, 36, 660–670. DOI: 10.1007/s12272-013-0094-6.10.1007/s12272-013-0094-6">10.1007/s12272-013-0094-6Search in Google Scholar

Gimbert, C., & Vallribera, A. (2009). A straightforward synthesis of benzothiazines. Organic Letters, 11, 269–271. DOI: 10.1021/ol802346r.10.1021/ol802346r">10.1021/ol802346rSearch in Google Scholar

Grover, G., & Kini, S. G. (2006). Synthesis and evaluation of new quinazolone derivatives of nalidixic acid as potential antibacterial and antifungal agents. European Journal of Medicinal Chemistry, 41, 256–262. DOI: 10.1016/j.ejmech.2005.09.002.10.1016/j.ejmech.2005.09.002">10.1016/j.ejmech.2005.09.002Search in Google Scholar

Gütschow, M., Schlenk, M., Gäb, J., Paskaleva, M., Alnouri, M. W., Scolari, S., Iqbal, J., & Müller, C. E. (2012). Benzothiazinones: A novel class of adenosine receptor antagonists structurally unrelated to xanthine and adenine derivatives. Journal of Medicinal Chemistry, 55, 3331−3341. DOI: 10.1021/jm300029s.10.1021/jm300029s">10.1021/jm300029sSearch in Google Scholar

Hadj Salem, J., Humeau, C., Chevalot, I., Harscoat-Schiavo, C., Vanderesse, R., Blanchard, F., & Fick, M. (2010). Effect of acyl donor chain length on isoquercitrin acylation and biological activities of corresponding esters. Process Biochemistry, 45, 382–389. DOI: 10.1016/j.procbio.2009.10.012.10.1016/j.procbio.2009.10.012">10.1016/j.procbio.2009.10.012Search in Google Scholar

Hayao, S., Havera, H. J., Strycker, W. G., Leipzig, T.J., Kulp, R. A., & Hartzler, H. E. (1965). New sedative and hypotensive 3-substituted 2,4(1H,3H)-quinazolinediones. Journal of Medicinal Chemistry, 8, 807–811. DOI: 10.1021/jm00330a 017.10.1021/jm00330a 017">10.1021/jm00330a 017Search in Google Scholar

Hemdan, M.M., Fahmy, A. F., Ali, N. F., Hegazi, E., & Abd-Elhaleem, A. (2008). Synthesis of some new heterocycles derived from phenylacetyl isothiocyanate. Chinese Journal of Chemistry, 25, 388–391. DOI: 10.1002/cjoc.200890074.10.1002/cjoc.200890074">10.1002/cjoc.200890074Search in Google Scholar

Hemdan, M. M. (2010). Synthesis and antimicrobial activities of some heterocyclic systems from 2-furoyl isothiocyanate. Phosphorus, Sulfur, and Silicon and the Related Elements, 185, 620–627. DOI: 10.1080/10426500902893209.10.1080/10426500902893209">10.1080/10426500902893209Search in Google Scholar

Hemdan, M. M., Fahmy, A. F., & El-Sayed, A. A. (2010). Synthesis and antimicrobial study of 1,2,4-triazole, quinazoline and benzothiazole derivatives from 1-naphthoylisothiocyanate. Journal of Chemical Research, 34, 219–221. DOI: 10.3184/030823410x12707543946812.10.3184/030823410x12707543946812">10.3184/030823410x12707543946812Search in Google Scholar

Hemdan, M. M., Fahmy, A. F. M., Aly, N. F., Hegazi, I. A., & El-Sayed, A. A. (2012). Utility of phthalimidoacyl isothiocyanate in synthesis of quinazolines, benzoxazoles, benzimidazoles, 1,2,4-triazoles, and oxatriazepines. Phosphorus, Sulfur, and Silicon and the Related Elements, 187, 181–189. DOI: 10.1080/10426507.2011.597804.10.1080/10426507.2011.597804">10.1080/10426507.2011.597804Search in Google Scholar

Hemdan, M. M., & El-Sayed, A. A. (2015). Synthesis of some new heterocycles derived from novel 2-(1,3-dioxisoindolin-2-yl)benzoyl isothiocyanate. Journal of Heterocyclic Chemistry. DOI: 10.1002/jhet.2287. (in press)10.1002/jhet.2287">10.1002/jhet.2287Search in Google Scholar

Hemdan, M. M., & Abd El-Mawgoude, H. K. (2015a). Uses of 1-(3-cyano-4,5,6,7-tetrahydrobenzo[b]-thiophen-2-yl)-3-dode-canoylthiourea as a building block in the synthesis of fused pyrimidine and thiazine systems. Chemical and Pharmaceutical Bulletin, 63, 450–456. DOI: 10.1248/cpb.c15-00047.10.1248/cpb.c15-00047">10.1248/cpb.c15-00047Search in Google Scholar

Hemdan, M. M., & Abd El-Mawgoude, H. K. (2015b). Synthesis and antimicrobial evaluation of thieno[2,3-d]-pyrimidine, thieno[2′,3′:4,5]pyrimido[1,2-a][1,3,5]triazine, thieno[2,3-d]1,3-thiazine and 1,2,4-triazole systems. Chemical and Pharmaceutical Bulletin, 63, 812–818. DOI: 10.1248/cpb.c1500463.10.1248/cpb.c1500463">10.1248/cpb.c1500463Search in Google Scholar

Khalil, A. A., Abdel Hamide, S. G., Al-Obaid, A. M., & El-Subbagh, H. I. (2003). Substituted quinazolines, part 2. Synthesis and in-vitro anticancer evaluation of new 2-substituted mercapto-3H-quinazoline analogs. Archiv der Pharmazie, 336, 95–103. DOI: 10.1002/ardp.200390011.10.1002/ardp.200390011">10.1002/ardp.200390011Search in Google Scholar

Kidwai, M., Kukreja, S., Rastogi, S., & Singhal, K. (2007). Microwave accelerated multicomponent synthesis for a novel scaffold of monastrol analogues. Letters in Organic Chemistry, 4, 357–361. DOI: 10.2174/157017807781212085.10.2174/157017807781212085">10.2174/157017807781212085Search in Google Scholar

Laddha, S. S., & Bhatnagar, S. P. (2008). Rapid microwave-assisted solution phase synthesis of 6,8-disubstituted 2phenyl-3-(substituted benzothiazol-2-yl)-4-[3H] quinazolinones as novel anticonvulsants. Phosphorus, Sulfur, and Silicon and the Related Elements, 183, 2262–2273. DOI: 10.1080/10426500801957766.10.1080/10426500801957766">10.1080/10426500801957766Search in Google Scholar

Leistner, S., Michael Gütschow, M., & Stach, J. (1990). Mehrcyclische Azine mit Heteroatomen in 1-und 3-Stellung, 25. Mitt.: 2-Amino-4-oxo-4H-3,1-benzothiazine: Darstellung, Dimroth-Umlagerung zu 4-Oxo-2-thioxo-1,2,3,4-tetrahydrochinazolinen und MS/MS-Fragmentierung. Archiv der Pharmazie, 323, 857–862. DOI: 10.1002/ardp.19903231009. (in German)10.1002/ardp.19903231009">10.1002/ardp.19903231009Search in Google Scholar

Maggio, B., Daidone, G., Raffa, D., Plescia, S., Mantione, L., Cutuli, V. M. C., Mangano, N. G., & Caruso, A. (2001). Synthesis and pharmacological study of ethyl 1-methyl-5(substituted 3,4-dihydro-4-oxoquinazolin-3-yl)-1H-pyrazole-4-acetates. European Journal of Medicinal Chemistry, 36, 737–742. DOI: 10.1016/s0223-5234(01)01259-4.10.1016/s0223-5234(01)01259-4">10.1016/s0223-5234(01)01259-4Search in Google Scholar

Mosaad, S. M., Mohammed, K. I., Ahmed, M. A., & Abdel-Hamide, S. G. (2004). Synthesis of certain new 6-iodoquin azolines as potential antitubercular agents. Journal of Applied Sciences, 4, 302–307 DOI: 10.3923/jas.2004.302.307.10.3923/jas.2004.302.307">10.3923/jas.2004.302.307Search in Google Scholar

Obayashi, T., & Okawa, A. (2001). Japan Patent No. JP200125 3172. Tokyo, Japan: Japan Patent Office.Search in Google Scholar

Okuda, K., Zhang, Y. X., Ohtomo, H., Hirota, T., & Sasaki, K. (2010). Polycyclic N-heterocyclic compounds. Part 62: Reaction of N-(quinazolin-4-yl)amidine derivatives with hydroxylamine hydrochloride and anti-platelet aggregation activity of the products. Chemical and Pharmaceutical Bulletin, 58, 369–374. DOI: 10.1248/cpb.58.369.10.1248/cpb.58.369">10.1248/cpb.58.369Search in Google Scholar

Raffa, D., Edler, M. C., Daidone, G., Maggio, B., Merickech, M., Plescia, S., Schillaci, D., Bai, R., & Hamel, E. (2004). Synthesis, cytotoxicity, and inhibitory effects on tubulin polymerization of a new 3-heterocyclo substituted 2-styrylquinazolinones. European Journal of Medicinal Chemistry, 39, 299–304. DOI: 10.1016/j.ejmech.2003.12.009.10.1016/j.ejmech.2003.12.009">10.1016/j.ejmech.2003.12.009Search in Google Scholar

Roopan, S. M., Maiyalagan, T., & Khan, F. N. (2008). Solvent-free syntheses of some quinazolin-4(3H)-ones derivatives. Canadian Journal of Chemistry, 86, 1019–1025. DOI: 10.1139/v08-149.10.1139/v08-149">10.1139/v08-149Search in Google Scholar

Schleiss, M., Eickhoff, J., Auerochs, S., Leis, M., Abele, S., Rechter, S., Choi, Y., Anderson, Y., Scott, G., Rawlinson, W., Michel, D., Ensminger, S., Klebl, B., Stamminger, T., & Marschall, M. (2008). Protein kinase inhibitors of the quinazoline class exert anti-cytomegaloviral activity in vitro and in vivo. Antiviral Research, 79, 49–61. DOI: 10.1016/j.antiviral.2008.01.154.10.1016/j.antiviral.2008.01.154">10.1016/j.antiviral.2008.01.154Search in Google Scholar

Sharma, S. K., Wu, Y., Steinbergs, N., Crowley, M. L., Hanson, A. S., Casero, R. A., Jr., & Woster, P. M. (2010). (Bis)urea and (bis)thiourea inhibitors of lysine-specific demethylase 1 as epigenetic modulators. Journal of Medicinal Chemistry, 53, 5197–5212. DOI: 10.1021/jm100217a.10.1021/jm100217a">10.1021/jm100217aSearch in Google Scholar

Shestakov, A. S., Prezent, M. A., Zlatoustovskaya, E. O., Shikhaliev, K. S., Falaleev, A. V., & Sidorenko, O. E. (2015). Alkylation of 1,3-benzothiazin-4-one 2-oxo-, 2-arylimino-, and 2-thioxo derivatives. Chemistry of Heterocyclic Compounds, 51, 370–376. DOI: 10.1007/s10593-015-1709-2.10.1007/s10593-015-1709-2">10.1007/s10593-015-1709-2Search in Google Scholar

Simerpreet, & Cannoo, D. S. (2013). Synthesis and biological evaluation of 1,3-thiazines – a review. Pharmacophore, 4, 70–88.Search in Google Scholar

Uher, M., Berkeš, D., Leško, J., & Floch, I. (1983). Reactions of carbonyl isothiocyanates with nucleophilic bifunctional reagents. Collection of Czechoslovak Chemical Communications, 48, 1651–1658. DOI: 10.1135/cccc19831651.10.1135/cccc19831651">10.1135/cccc19831651Search in Google Scholar

Yadav, L. D. S., Rai, V. K., & Yadav, B. S. (2009). The first ionic liquid-promoted one-pot diastereoselective synthesis of 2,5-diamino-/2-amino-5-mercapto-1,3-thiazin-4-ones using masked amino/mercapto acids. Tetrahedron, 65, 1306–1315. DOI: 10.1016/j.tet.2008.12.050.10.1016/j.tet.2008.12.050">10.1016/j.tet.2008.12.050Search in Google Scholar

Yavari, I., Nematpour, M., & Hossaini, Z. (2010). Ph3Pmediated one-pot synthesis of functionalized 3,4-dihydro2H-1,3-thiazines from N,N′-dialkylthioureas and activated acetylenes in water. Monatshefte für Chemie – Chemical Monthly, 141, 229–232. DOI: 10.1007/s00706-009-0247-y.10.1007/s00706-009-0247-y">10.1007/s00706-009-0247-ySearch in Google Scholar

Received: 2015-8-15
Revised: 2015-12-7
Accepted: 2015-12-16
Published Online: 2016-3-31
Published in Print: 2016-8-1

© 2016 Institute of Chemistry, Slovak Academy of Sciences

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https://doi.org/10.1515/chempap-2016-0042
Keywords for this article
lauroyl isothiocyanate; thiourea; benzothiazine; quinazoline; thiosemicarbazide derivatives

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