1-Chloro-4-isocyanato-2-(trifluoromethyl) benzene → HCID 178484524, compound

HRID 2262764Notes

Reaction equation

HRID 2262764 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][C:10]([N:12]([CH3:14])[CH3:13])=[O:11])=[CH:4][C:3]=1[C:15]1[NH:19][N:18]=[N:17][N:16]=1.[Cl:20][C:21]1[CH:26]=[CH:25][C:24]([N:27]=[C:28]=[O:29])=[CH:23][C:22]=1[C:30]([F:33])([F:32])[F:31]>C(#N)C>[Cl:20][C:21]1[CH:26]=[CH:25][C:24]([NH:27][C:28](=[O:29])[NH:1][C:2]2[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][C:10]([N:12]([CH3:14])[CH3:13])=[O:11])=[CH:4][C:3]=2[C:15]2[NH:19][N:18]=[N:17][N:16]=2)=[CH:23][C:22]=1[C:30]([F:31])([F:32])[F:33]

Participants

4

Reactant 2

HCID 27332651-Chloro-4-isocyanato-2-(trifluoromethyl) benzeneHCID 178484523HCID 178484523, compound

Product 1

HCID 178484524HCID 178484524, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

3-[4-Amino-3-(1H-tetrazol-5-yl)-phenyl]-N,N-dimethyl-propionamide (90 mg) dissolved in acetonitrile at 65° C. under Ar was treated with 4-chloro-3-trifluoromethylphenylisocyanate (85.6 mg) and the mixture was stirred overnight. Cooling to room temperature and filtration afforded 3-[4-[3-(4-chloro-3-trifluoromethyl-phenyl)-ureido]-3-(1H-tetrazol-5-yl)-phenyl]-N,N-dimethyl-propionamide. Mp.=184.5-189.3° C.

Workup

  1. filtrationfiltration

Sources & evidence

ORD record
ord-107e79cb2b08491e9a2dc6b2017728b6
Source dataset
uspto-grants-2010_12
Patent number
US07851492B2

Reaction notes

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