2-Propenoic acid, 2-cyano-3-ethoxy-, ethyl ester → HCID 67795583, compound

HRID 2082400Notes

Reaction equation

HRID 2082400 reaction equation
[F:1][C:2]([F:15])([F:14])[C:3]1[CH:8]=[CH:7][C:6]([NH:9][NH2:10])=[C:5]([N+:11]([O-:13])=[O:12])[CH:4]=1.[C:16]([C:18](=[CH:24]OCC)[C:19]([O:21][CH2:22][CH3:23])=[O:20])#[N:17]>C(O)C>[C:16]([C:18](=[CH:24][NH:10][NH:9][C:6]1[CH:7]=[CH:8][C:3]([C:2]([F:14])([F:15])[F:1])=[CH:4][C:5]=1[N+:11]([O-:13])=[O:12])[C:19]([O:21][CH2:22][CH3:23])=[O:20])#[N:17]

Participants

4

Reactant 2

HCID 789432-Propenoic acid, 2-cyano-3-ethoxy-, ethyl esterHCID 38380972-nitro-4-(trifluoromethyl)phenylhydrazine

Product 1

HCID 67795583HCID 67795583, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

4-Trifluoromethyl-2-nitrophenylhydrazine (13.5 g) and ethyl 2-cyano-3-ethoxyacrylate (10.3 g) were heated under reflux in ethanol (300 ml) for 24 hours. The solvent was removed under reduced pressure and the resulting residue triturated with dichloromethane/hexane to give ethyl 2-cyano-3-(2-nitro-4-trifluoromethylphenylhydrazino)acrylate, m.p. 163°-164°.

Workup

  1. customThe solvent was removed under reduced pressure
  2. customthe resulting residue triturated with dichloromethane/hexane

Sources & evidence

ORD record
ord-4183c844289c4cfa9bb7740055dfbf47
Source dataset
uspto-grants-1993_02
Patent number
US05189053

Reaction notes

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