Propyl isocyanate → 3-(N-propylcarbamoyl)-1,3-bis(2-cyano-5-trifluoromethylphenyl)triazene

HRID 1283793Notes

Reaction equation

HRID 1283793 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].[CH2:28]([N:31]=[C:32]=[O:33])[CH2:29][CH3:30]>CCOCC>[CH2:28]([NH:31][C:32]([N:13]([C:4]1[CH:5]=[C:6]([C:9]([F:12])([F:11])[F:10])[CH:7]=[CH:8][C:3]=1[C:1]#[N:2])[N:14]=[N:15][C:16]1[CH:21]=[C:20]([C:22]([F:23])([F:24])[F:25])[CH:19]=[CH:18][C:17]=1[C:26]#[N:27])=[O:33])[CH2:29][CH3:30]

Participants

4

Reactant 2

HCID 61033Propyl isocyanateHCID 30354951,3-Bis(2-cyano-5-(trifluoromethyl)phenyl)triazene

Product 1

HCID 215163893-(N-propylcarbamoyl)-1,3-bis(2-cyano-5-trifluoromethylphenyl)triazene

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To a solution of 5.4 g. (0.014 mol.) of 1,3-bis(2cyano-5-trifluoromethylphenyl)triazene in 500 ml. of ether is added 15 ml. of propyl isocyanate. The reaction mixture is stirred at 25° for 24 hours after which time the precipitated product is collected by filtration and washed with ether to give 3-(N-propylcarbamoyl)-1,3-bis(2-cyano-5-trifluoromethylphenyl)triazene, m.p. 138°-140° (dec.).

Workup

  1. filtrationis collected by filtration
  2. washwashed with ether

Sources & evidence

ORD record
ord-a99a80ced4654726bee9ded7d91fff25
Source dataset
uspto-grants-1976_08
Patent number
US03976633

Reaction notes

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