US EPA

1969164 

Journal Article 

A novel versatile strategy for synthesis of new series of thiazolo-triazine N-nucleosides 

Siddiqui, IR; Singh, PK; Srivastava, V; Shamim, S; Singh, J 

2012 

1 

Indian Journal of Chemistry. Section B
ISSN: 0376-4699
EISSN: 0975-0983 

51 

6 

871-879 

WOS:000305498500006 

An efficient protocol associated with readily available starting materials, mild conditions, excellent yields, and a broad range of products in synthetic chemistry has been established for the synthesis of thiazolo-triazine N-nucleosides derivative. Cyclocondensation of N-benzylidene-5-phenylthiazol-2-amine 1a-g and chloromethanamine 2 on montmorillonite K-10 under microwave irradiation give 3a-g, which upon nucleophilic substitution with 4-chlorobutanal give 4a-g. Compounds 4a-g on control aldol condensation with formaldehyde yield 5a-g, which on subsequent chemoselective reduction with NaBH4 give title compounds 6a-g. Result obtained show considerable enhancement of yields and reduction in time. Furthermore integrated process minimizes the mechanical loss of the intermediate during process for isolation. Coexistence of acidic and basic sites on surface of montmorillonite K-10 accelerates the organic reactions synergistically. 

Microwave induced; montmorillonite K-10; cyclisation; one-pot; quinazolinone; N-nucleoside