2-Aminocinnamic acid → HCID 69640260, compound

HRID 1825920Notes

Reaction equation

HRID 1825920 reaction equation
[Cl:1][C:2]1[CH:12]=[C:11]([F:13])[C:10]([F:14])=[CH:9][C:3]=1[C:4]([N:6]=[C:7]=[O:8])=[O:5].[NH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=1[CH:22]=[CH:23][C:24]([OH:26])=[O:25]>C(#N)C>[Cl:1][C:2]1[CH:12]=[C:11]([F:13])[C:10]([F:14])=[CH:9][C:3]=1[C:4]([NH:6][C:7](=[O:8])[NH:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=1[CH:22]=[CH:23][C:24]([OH:26])=[O:25])=[O:5]

Participants

4

Reactant 2

HCID 2332822-Aminocinnamic acidHCID 115575832-Chloro-4,5-difluorobenzoyl Isocyanate

Product 1

HCID 69640260HCID 69640260, compoundYield 76%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

0.76 g (3.5 mmol) of 2-chloro-4,5-difluorobenzoyl isocyanate from step a in 6 ml of acetonitrile were added to 0.41 g (2.5 mmol) of 3-(2-aminophenyl)acrylic acid and the mixture was reacted for 2 hours at 40° C. After the mixture has cooled down to room temperature, the precipitate is filtered off with suction, washed twice with acetonitrile, sucked dry and dried. 0.72 g (76%) of the desired product is obtained.

Workup

  1. customthe mixture was reacted for 2 hours at 40° C
  2. filtrationthe precipitate is filtered off with suction
  3. washwashed twice with acetonitrile
  4. customsucked dry
  5. customdried

Sources & evidence

ORD record
ord-a68ab996ab124c9ba7fc4ff3258a84bd
Source dataset
uspto-grants-2006_05
Patent number
US07049341B2

Reaction notes

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