1-Propen-1-one, 2-methyl- → 3-Isobutyryl-1,3-bis(2-cyano-5-trifluoromethylphenyl)triazene

HRID 1283796Notes

Reaction equation

HRID 1283796 reaction equation
[CH3:1][C:2]([CH3:5])=[C:3]=[O:4].[C:6]([C:8]1[CH:13]=[CH:12][C:11]([C:14]([F:17])([F:16])[F:15])=[CH:10][C:9]=1[N:18]=[N:19][NH:20][C:21]1[CH:26]=[C:25]([C:27]([F:30])([F:29])[F:28])[CH:24]=[CH:23][C:22]=1[C:31]#[N:32])#[N:7]>C(OCC)(=O)C.CCOCC>[C:3]([N:18]([C:9]1[CH:10]=[C:11]([C:14]([F:15])([F:16])[F:17])[CH:12]=[CH:13][C:8]=1[C:6]#[N:7])[N:19]=[N:20][C:21]1[CH:26]=[C:25]([C:27]([F:30])([F:29])[F:28])[CH:24]=[CH:23][C:22]=1[C:31]#[N:32])(=[O:4])[CH:2]([CH3:5])[CH3:1]

Participants

5

Reactant 2

HCID 1363951-Propen-1-one, 2-methyl-HCID 30354951,3-Bis(2-cyano-5-(trifluoromethyl)phenyl)triazene

Product 1

HCID 215163783-Isobutyryl-1,3-bis(2-cyano-5-trifluoromethylphenyl)triazene

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 8857Ethyl AcetateSolvent

Procedure

A solution of 3.5 g. (0.05 mol.) of dimethylketene in ethyl acetate is added dropwise under a nitrogen atmosphere to a cooled (0°) solution of 18.6 g. (0.05 mol.) of 1,3-bis(2-cyano-5-trifluoromethylphenyl)triazene in ether. The reaction mixture is stirred for 12 hours then concentrated at reduced pressure. Crystallization of the residue from ether gives 3-isobutyryl-1,3-bis(2-cyano-5-trifluoromethylphenyl)triazene.

Workup

  1. temperaturea cooled (0°) solution of 18.6 g
  2. concentrationthen concentrated at reduced pressure
  3. customCrystallization of the residue from ether

Sources & evidence

ORD record
ord-392e371657f548ba80938e554ec03b02
Source dataset
uspto-grants-1976_08
Patent number
US03976633

Reaction notes

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