Hydrochloric Acid → N-(3-Cyano-4,5,6,7-tetrahydrobenzo(b)thien-2-yl)benzamide

HRID 21366

Reaction equation

HRID 21366 reaction equation
[C:1](Cl)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH2:10][C:11]1[S:15][C:14]2[CH2:16][CH2:17][CH2:18][CH2:19][C:13]=2[C:12]=1[C:20]#[N:21].Cl>N1C=CC=CC=1>[C:1]([NH:10][C:11]1[S:15][C:14]2[CH2:16][CH2:17][CH2:18][CH2:19][C:13]=2[C:12]=1[C:20]#[N:21])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 7412Benzoyl chlorideHCID 783822-Amino-4,5,6,7-tetrahydrobenzo(b)thiophene-3-carbonitrile

Product 1

HCID 290221N-(3-Cyano-4,5,6,7-tetrahydrobenzo(b)thien-2-yl)benzamideYield 97%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

4.7 ml (40 mmol) of benzoyl chloride were added to a solution of 5.34 g (30 mmol) of 2-amino-3-cyano-4,5,6,7-tetrahydrobenzo[b]thiophene in 50 ml of pyridine. Stirring was carried out for 2 hours at 80° C. after which 150 ml of 10 mol % aqueous hydrochloric acid were added to the mixture. The solid formed was isolated in a conventional manner. Yield: 97%; mp.: 168°-170° C.

Workup

  1. customThe solid formed
  2. customwas isolated in a conventional manner

Sources & evidence

ORD record
ord-c687d545fb614a2799fe1a2c2fe90189
Source dataset
uspto-grants-1995_06
Patent number
US05422335

Linked notes

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