Chloroform → HCID 19085208, compound

HRID 963069Notes

Reaction equation

HRID 963069 reaction equation
[NH2:1][C:2]1[S:6][C:5]([C:7]([O:9][CH2:10][CH3:11])=[O:8])=[CH:4][C:3]=1[C:12](=[O:20])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[Cl:19].[Cl:21][CH2:22][C:23](Cl)=[O:24].C(Cl)(Cl)Cl>O>[Cl:21][CH2:22][C:23]([NH:1][C:2]1[S:6][C:5]([C:7]([O:9][CH2:10][CH3:11])=[O:8])=[CH:4][C:3]=1[C:12](=[O:20])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[Cl:19])=[O:24]

Participants

5

Reactant 3

HCID 6212ChloroformHCID 6577Chloroacetyl chlorideHCID 19085270HCID 19085270, compound

Product 1

HCID 19085208HCID 19085208, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Ethyl 5-amino-4-(2-chlorobenzoyl)thiophene-2-carboxylate (280 g) and chloroacetyl chloride (218 ml) were added to chloroform (4 l), and the mixture was refluxed under heating for 2.5 hours. Water was added thereto. The organic layer was taken out, and dried over magnesium sulfate. The solvent was evaporated. Then, diisopropyl ether was added, and the resulting crystals were collected by filtration and washed with diisopropyl ether to give 325 g of ethyl 5-(2-chloroacetylamino)-4-(2-chlorobenzoyl)thiophene-2-carboxylate.

Workup

  1. temperaturethe mixture was refluxed
  2. temperatureunder heating for 2.5 hours
  3. dry with materialdried over magnesium sulfate
  4. customThe solvent was evaporated
  5. additionThen, diisopropyl ether was added
  6. filtrationthe resulting crystals were collected by filtration
  7. washwashed with diisopropyl ether

Sources & evidence

ORD record
ord-0a3ae5bfed664a0297d24fcfe74d5a60
Source dataset
uspto-grants-1998_06
Patent number
US05760032

Reaction notes

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