Phenyl isocyanate → 2-Triazene-1-carboxamide, 1,3-bis(2-cyano-5-(trifluoromethyl)phenyl)-N-phenyl-

HRID 1283791Notes

Reaction equation

HRID 1283791 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([C:9]([F:12])([F:11])[F:10])=[CH:5][C:4]=1[N:13]=[N:14][NH:15][C:16]1[CH:21]=[C:20]([C:22]([F:25])([F:24])[F:23])[CH:19]=[CH:18][C:17]=1[C:26]#[N:27])#[N:2].[C:28]1([N:34]=[C:35]=[O:36])[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1>CCOCC>[C:28]1([NH:34][C:35]([N:13]([C:4]2[CH:5]=[C:6]([C:9]([F:12])([F:11])[F:10])[CH:7]=[CH:8][C:3]=2[C:1]#[N:2])[N:14]=[N:15][C:16]2[CH:21]=[C:20]([C:22]([F:23])([F:24])[F:25])[CH:19]=[CH:18][C:17]=2[C:26]#[N:27])=[O:36])[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1

Participants

4

Reactant 2

HCID 7672Phenyl isocyanateHCID 30354951,3-Bis(2-cyano-5-(trifluoromethyl)phenyl)triazene

Product 1

HCID 64536222-Triazene-1-carboxamide, 1,3-bis(2-cyano-5-(trifluoromethyl)phenyl)-N-phenyl-

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A mixture of 2.0 g. (5.2 mmol.) of 1,3-bis(2-cyano-5-trifluoromethylphenyl)triazene and 1.6 ml. of phenyl isocyanate in 20 ml. of ether is stirred at 25° for 48 hours. The precipitate is collected and recrystallized from ether to give 3-(N-phenylcarbamoyl)-1,3-bis(2-cyano-5-trifluoromethylphenyl)-triazene, m.p. 157°-158°.

Workup

  1. additionA mixture of 2.0 g
  2. customThe precipitate is collected
  3. customrecrystallized from ether

Sources & evidence

ORD record
ord-7cf7084ff0f54395861bfda2b93f4cae
Source dataset
uspto-grants-1976_08
Patent number
US03976633

Reaction notes

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