Chloroform → HCID 69960173, compound

HRID 893849

Reaction equation

HRID 893849 reaction equation
C(Cl)(Cl)Cl.[CH2:5]([O:7][C:8]([CH:10]1[CH:18]2[C:13]3([CH:22]=[CH:21][CH:20]=[CH:19][C:14]3=[N:15][CH2:16][CH2:17]2)[S:12][CH2:11]1)=[O:9])[CH3:6].[Cl:23][C:24]1[CH:32]=[CH:31][CH:30]=[CH:29][C:25]=1[C:26](Cl)=[O:27]>C(N(CC)CC)C>[CH2:5]([O:7][C:8]([CH:10]1[CH:18]2[C:13]3([CH:22]=[CH:21][CH:20]=[CH:19][C:14]3=[N:15][CH2:16][CH2:17]2)[S:12][CH:11]1[C:26](=[O:27])[C:25]1[CH:29]=[CH:30][CH:31]=[CH:32][C:24]=1[Cl:23])=[O:9])[CH3:6]

Participants

5

Reactant 3

HCID 6212ChloroformHCID 691102-Chlorobenzoyl chlorideHCID 199609281,2,3,4-Tetrahydro-benzo[b]thieno[2,3,c]pyridine-3-carboxylic acid ethyl ester

Product 1

HCID 69960173HCID 69960173, compoundYield 67.1%

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

To 30 ml of chloroform were added 0.60 g of 1,2,3,4-tetrahydro-benzo[b]thieno[2,3-c]pyridine-3-carboxylic acid ethyl ester synthesized in Example 1, 0.64 ml of triethylamine, and 523 mg of 2-chlorobenzoyl chloride, and the mixture was stirred for one hour at room temperature. The reaction mixture was washed with ml of water and then with 30 ml of an aqueous sodium hydrogencarbonate solution having a pH of 9.0, and also with 30 ml of water. The chloroform layer was dried by sodium sulfate and the solvent was distilled off under reduced pressure to provide 614 mg (yield of 67%) of 2 -(2-chlorobenzoyl)-1,2,3,4-tetrahydro-benzo[b]thieno[2,3-c]pyridine-3-carboxylic acid ethyl ester.

Workup

  1. washThe reaction mixture was washed with ml of water
  2. dry with materialThe chloroform layer was dried by sodium sulfate
  3. distillationthe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-2b6f45eeb7b846339153ff74b09d8d97
Source dataset
uspto-grants-1992_06
Patent number
US05126448

Linked notes

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