Hydrochloric Acid → HCID 58674269, compound

HRID 2246391Notes

Reaction equation

HRID 2246391 reaction equation
[F:1][C:2]([F:14])([F:13])[C:3]1[CH:4]=[C:5]([NH:9][C:10]([NH2:12])=[O:11])[CH:6]=[CH:7][CH:8]=1.[C:15]([C:17]1[CH:24]=[CH:23][C:20]([CH:21]=O)=[CH:19][CH:18]=1)#[N:16].[C:25](#[N:29])[CH2:26][C:27]#[N:28].Cl>>[NH2:29][C:25]1[N:9]([C:5]2[CH:6]=[CH:7][CH:8]=[C:3]([C:2]([F:13])([F:14])[F:1])[CH:4]=2)[C:10](=[O:11])[NH:12][CH:21]([C:20]2[CH:23]=[CH:24][C:17]([C:15]#[N:16])=[CH:18][CH:19]=2)[C:26]=1[C:27]#[N:28]

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 8010MalononitrileHCID 25712(3-Trifluoromethylphenyl)ureaHCID 660424-Cyanobenzaldehyde

Product 1

HCID 58674269HCID 58674269, compound

Procedure

400 mg (1.97 mmol) N-[3-(trifluoromethyl)phenyl]urea, 199 mg (1.51 mmol) 4-cyanobenzaldehyde and 100 mg (1.51 mmol) malononitrile are suspended in 2 ml of THE, and catalytic amounts of concentrated hydrochloric acid are added. The mixture is stirred at reflux for 18 hours. After cooling down to room temperature, the solvent is removed in vacuo and the residue is purified by column chromatography on silica with dichloromethane/methanol as eluent.

Workup

  1. additionare added
  2. temperatureat reflux for 18 hours
  3. customthe solvent is removed in vacuo
  4. customthe residue is purified by column chromatography on silica with dichloromethane/methanol as eluent

Sources & evidence

ORD record
ord-1a75b332d9824a91bf6991ba335da0c4
Source dataset
uspto-grants-2010_03
Patent number
US07687510B2

Reaction notes

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