155593-82-1

Basic information

• Product Name: 3-azido-4-chlorophenylisothiocyanate
• Synonyms: 3-azido-4-chlorophenylisothiocyanate
• CAS NO: 155593-82-1
• Molecular Weight: 210.647
• Mol File: 155593-82-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 3-azido-4-chlorophenylisothiocyanate(CAS DataBase Reference)
• NIST Chemistry Reference: 3-azido-4-chlorophenylisothiocyanate(155593-82-1)
• EPA Substance Registry System: 3-azido-4-chlorophenylisothiocyanate(155593-82-1)

Safety Data

• Hazardous Substances Data: 155593-82-1(Hazardous Substances Data)

Upstream product

• 155593-80-9 3-azido-4-chloroacetanilide 
• 51867-83-5 1-amino-3-acetylamino-6-chloro-benzene 
• 5540-60-3 N-(4-chloro-3-nitrophenyl)acetamide 
• 463-71-8 thiophosgene 
• 155593-81-0 3-azido-4-chloroaniline 
• 635-22-3 4-Chloro-3-nitroaniline 

Downstream Products

• 149526-84-1 N-(3-azido-4-chlorophenyl)-thiourea 

Relevant articles and documents

Synthesis of N-(3-azido-4-chlorophenyl)-N'-[3H-methyl]thiourea, an efficient photoaffinity probe for the urea carrier

Starting from commercial 4-chloro-3-nitroaniline, through a 5 step synthesis, was prepared 3-azido-4-chlorophenylisothiocyanate 5 which was reacted with [3H]-methylamine. The latter was obtained by three methods: i- [3H]-LiAlT4 reduction of benzylcarbamate gave rise to [3H][-methylamine (S.A.: >70 Ci/mmol). ii- Catalytic reduction of HCN with 3H2 lead to [3H]-CH3NH2 (S.A.: 0.7 Ci/mmol). iii- Schmidt rearrangement of [3H]-sodium acetate gave [3H]-CH3NH2 (S.A.: 29 Ci/mmol). Compound 7 at the highest specific activity had a self radiolysis rate precluding its practical use in biological studies whilst 29 Ci/mmol [3H]-7 was satisfactory.