129728-81-0

Basic information

• Product Name: N'-(4-chlorophenyl)-N-(1,3,4,6-tetra-O-acetyl-2-deoxy-α-D-glucopyranos-2-yl)-N-(2-thiazolin-2-yl)thiourea
• CAS NO: 129728-81-0
• Molecular Weight: 602.086
• Mol File: 129728-81-0.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: N'-(4-chlorophenyl)-N-(1,3,4,6-tetra-O-acetyl-2-deoxy-α-D-glucopyranos-2-yl)-N-(2-thiazolin-2-yl)thiourea(CAS DataBase Reference)
• NIST Chemistry Reference: N'-(4-chlorophenyl)-N-(1,3,4,6-tetra-O-acetyl-2-deoxy-α-D-glucopyranos-2-yl)-N-(2-thiazolin-2-yl)thiourea(129728-81-0)
• EPA Substance Registry System: N'-(4-chlorophenyl)-N-(1,3,4,6-tetra-O-acetyl-2-deoxy-α-D-glucopyranos-2-yl)-N-(2-thiazolin-2-yl)thiourea(129728-81-0)

Safety Data

• Hazardous Substances Data: 129728-81-0(Hazardous Substances Data)

Upstream product

• 17460-45-6 1,3,4,6-tetra-O-acetyl-2-amino-2-deoxy-alpha-D-glucopyranose 
• 109947-42-4 1,3,4,6-Tetra-O-acetyl-2-deoxy-2-isothiocyanato-α-D-glucopyranose 
• 129728-74-1 1,3,4,6-tetra-O-acetyl-2-deoxy-2-(2-thiazolin-2-yl)amino-α-D-glucopyranose hydrochloride 
• 2131-55-7 4-Chlorophenyl isothiocyanate 

Relevant articles and documents

SYNTHESIS OF SUGAR N-(2-THIAZOLIN-2-YL)THIOUREAS

1,3,4,6-Tetra-O-acetyl-2-deoxy-2-isothiocyanato-α- or -β-D-glucopyranose (4 or 5) was condensed with 2-chloroethylamine hydrochloride in pyridine to afford N,N'-bis(1,2,3,4,6-tetra-O-acetyl-2-deoxy-α- or -β-D-glucopyranos-2-yl)-N-(2-thiazolin-2-yl)thiourea (2 or 3).When the reactions were carried out in ether, 1,3,4,6-tetra-O-acetyl-2-deoxy-2-(2-thiazolin-2-yl)amino-α- and -β-D-glucopyranose (6 and 7) were isolated and converted into the mixed N-(2-thiazolin-2-yl)-urea and thioureas (9-12) by reaction with iso(thio)cyanates.Bromine-promoted cyclisation of 1,3,4,6-tetra-O-acetyl-2-(N'-allylthioureido)-2-deoxy-α-D-glucopyranose (13) gave a mixture of the diastereomers 1,3,4,6-tetra-O-acetyl-2-amino-2-deoxy-α-D-glucopyranose hydrobromides (14 and 15), which was transformed into the analogous N-(2-thiazolin-2-yl)thioureas (16-18).