462127-32-8

Basic information

• Product Name: Ethenamine, 2-[4-iodo-2-nitro-6-(trifluoromethyl)phenyl]-N,N-dimethyl-, (1E)-
• CAS NO: 462127-32-8
• Molecular Formula: C11H10F3IN2O2
• Molecular Weight: 386.112
• Mol File: 462127-32-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Ethenamine, 2-[4-iodo-2-nitro-6-(trifluoromethyl)phenyl]-N,N-dimethyl-, (1E)-(CAS DataBase Reference)
• NIST Chemistry Reference: Ethenamine, 2-[4-iodo-2-nitro-6-(trifluoromethyl)phenyl]-N,N-dimethyl-, (1E)-(462127-32-8)
• EPA Substance Registry System: Ethenamine, 2-[4-iodo-2-nitro-6-(trifluoromethyl)phenyl]-N,N-dimethyl-, (1E)-(462127-32-8)

Safety Data

• Hazardous Substances Data: 462127-32-8(Hazardous Substances Data)

Upstream product

• 6656-49-1 2-methyl-1-nitro-3-(trifluoromethyl)benzene 
• 5762-56-1 tris(dimethylamino)methane 
• 259667-65-7 5-iodo-2-methyl-1-nitro-3-(trifluoromethyl)benzene 

Relevant articles and documents

A concise and regioselective synthesis of 6-iodo-4-trifluoromethylisatin, an intermediate in the synthesis of the novel, non-peptidyl growth hormone secretagogue SM-130686

The synthesis of 6-iodo-4-trifluoromethylisatin, an intermediate in the synthesis of the growth hormone secretagogue SM-130686, is disclosed. The synthesis is achieved in seven steps, with an overall yield of 32%, and requires a single recrystallisation as the only purification step. 2-Methyl-3-nitrobenzotrifluoride was converted to (4-iodo-6-nitro-2-trifluoromethylphenyl)acetic acid via iodination, condensation with dimethyloxalate and oxidative decarboxylation. Subsequent esterification followed by reductive cyclisation gave 6-iodo-4-trifluoromethyloxindole. Oxindole 3,3-dibromination followed by hydrolysis gave 6-iodo-4-trifluoromethylisatin.