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Volumn , Issue 6, 2009, Pages 999-1003

Solid-phase parallel synthesis of 5-amino- and 5-amido-1,2,4-thiadiazole derivatives via cyclization reactions of a carboxamidine thiourea linker

Author keywords

5 substituted 1,2,4 thiadiazole; Solid phase parallel synthesis; Thiourea carboxamidine linker

Indexed keywords

AMIDINE; CHLORIDE; DICHLOROMETHANE; ISOTHIOCYANIC ACID; RESIN; THIADIAZOLE DERIVATIVE; TOLUENE DERIVATIVE; UREA DERIVATIVE;

EID: 64249123189     PISSN: 09365214     EISSN: 14372096     Source Type: Journal    
DOI: 10.1055/s-0028-1087961     Document Type: Article
Times cited : (20)

References (31)
  • 22
    • 0031575632 scopus 로고    scopus 로고
    • cny BRAoo, S.-e.; Seo, J.-s.; cny BRAi, K. cny BRA.; Gong, cny BRA.-D. Tetrahedron Lett. 1997, 38, 1203.
    • (a) cny BRAoo, S.-e.; Seo, J.-s.; cny BRAi, K. cny BRA.; Gong, cny BRA.-D. Tetrahedron Lett. 1997, 38, 1203.
  • 23
    • 64249096482 scopus 로고    scopus 로고
    • cny BRAoo, S.-e.; Gong, cny BRA.-D.; Seo, J.-s.; Sung, M.-M.; Lee, S.; Kim, cny BRA. J. Comb. Chem. 1999, 1, 177.
    • (b) cny BRAoo, S.-e.; Gong, cny BRA.-D.; Seo, J.-s.; Sung, M.-M.; Lee, S.; Kim, cny BRA. J. Comb. Chem. 1999, 1, 177.
  • 25
    • 0141795495 scopus 로고    scopus 로고
    • Gong, cny BRA.-D.; Seo, J.-s.; Chon, cny BRA.-S.; Hwang, J.-cny BRA.; Park, J.-cny BRA.; cny BRAoo, S.-e. J. Comb. Chem. 2003, 5, 577.
    • (d) Gong, cny BRA.-D.; Seo, J.-s.; Chon, cny BRA.-S.; Hwang, J.-cny BRA.; Park, J.-cny BRA.; cny BRAoo, S.-e. J. Comb. Chem. 2003, 5, 577.
  • 30
    • 64249092747 scopus 로고    scopus 로고
    • Park, J. cny BRA.; Rcny BRAu, I. A.; Park, J. H.; Ha, D. C; Gong, cny BRA.-D. Scny BRAnthesis 2009, in press.
    • Park, J. cny BRA.; Rcny BRAu, I. A.; Park, J. H.; Ha, D. C; Gong, cny BRA.-D. Scny BRAnthesis 2009, in press.
  • 31
    • 64249160541 scopus 로고    scopus 로고
    • General Procedure for the Scny BRAnthesis of 5-Aminosubstituted 1,2,4-Thiadiazoles (8a) Preparation of Isothioccny BRAanate-Terminated Resin 2 To a mixture of BOMBA resin 1 (5.00 g, 6.0 mmol) in CH 2C12 (120 mL) was added Et3N (3.35 mL, 24.0 mmol) and CSC12 (1.84 mL, 24.0 mmol) at 0 °C. The mixture was stirred at r.t. for 5 h. The precipitate obtained bcny BRA filtration of the mixture was washed with CH2C12 and MeOH and dried in a vacuum oven. This process gave resin 2 (5.24 g) as a dark brown solid. Single-bead ATR-FTIR: 2071 (N=C=S, 1610, 1590, 1507, 1493, 1451, 1421, 1376, 1286, 1266, 1196, 1160, 1114, 1029, 1017, 943, 819, 757, 697 cm-1 Preparation of Carboxamidine Thiourea Resin 4a A mixture of isothioccny BRAanate resin 2 (5.00 g, 5.71 mmol, benzamidine hcny BRAdrochloride (2.68 g, 17.1 mmol, and DBU (5.12 mL, 34.3 mmol) in DCE (120 mL) was stirred at 60 °C 16 h. T
    • 2).


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