Water → 2-Acetylamino-4,5,6,7-tetrahydrobenzothiophene-3-carboxylic acid ethyl ester

HRID 1351241Notes

Reaction equation

HRID 1351241 reaction equation
[C:1](Cl)(=[O:3])[CH3:2].[CH2:5]([O:7][C:8]([C:10]1[C:11]2[CH2:19][CH2:18][CH2:17][CH2:16][C:12]=2[S:13][C:14]=1[NH2:15])=[O:9])[CH3:6].O>N1C=CC=CC=1>[CH2:5]([O:7][C:8]([C:10]1[C:11]2[CH2:19][CH2:18][CH2:17][CH2:16][C:12]=2[S:13][C:14]=1[NH:15][C:1](=[O:3])[CH3:2])=[O:9])[CH3:6]

Participants

5

Reactant 3

HCID 962WaterHCID 6367Acetyl chlorideHCID 78262Ethyl 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate

Product 1

HCID 986822-Acetylamino-4,5,6,7-tetrahydrobenzothiophene-3-carboxylic acid ethyl ester

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Acetyl chloride (62 mL) was added dropwise to a stirred solution of 2-Amino-4,5,6,7-tetrahydro-benzo[b]thiophene-3-carboxylic acid ethyl ester (125 g) in pyridine (750 mL) on an ice bath. After stirring at room temperature for 30 minutes, the solution was poured into water (2.2 L). The resulting solid was collected by filtration and washed with water, and then was dried overnight at 55° C. to provide the title compound (140 g) as a colorless solid.

Workup

  1. filtrationThe resulting solid was collected by filtration
  2. washwashed with water
  3. customwas dried overnight at 55° C.

Sources & evidence

ORD record
ord-cb68550f8b0342ba9e1bc847ed084e21
Source dataset
uspto-grants-2007_05
Patent number
US07217723B2

Reaction notes

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