Ammonium Hydroxide → HCID 10852993, compound

HRID 2226867Notes

Reaction equation

HRID 2226867 reaction equation
[Cl:1][C:2]1[C:3]2[CH:13]=[C:12]([O:14][CH2:15][C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[CH:11]=[CH:10][C:4]=2[S:5][C:6]=1[C:7](Cl)=[O:8].[NH4+:22].[OH-]>C1(C)C=CC=CC=1>[Cl:1][C:2]1[C:3]2[CH:13]=[C:12]([O:14][CH2:15][C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[CH:11]=[CH:10][C:4]=2[S:5][C:6]=1[C:7]([NH2:22])=[O:8]

Participants

4

Reactant 2

HCID 14923Ammonium HydroxideHCID 146735825-(Benzyloxy)-3-chloro-1-benzothiophene-2-carbonyl chloride

Product 1

HCID 10852993HCID 10852993, compoundYield 84%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To a warm solution of 3-chloro-5-(phenylmethoxy)benzo[b]thiophene-2-carbonyl chloride (2.0 g, 6 mmol) [Connor D. T., et al., J. Med. Chem, 35, 935, (1992)] in 20 mL of toluene is added dropwise 10 mL of aqueous NH4OH. The resulting precipitate is collected by filtration washing with ethyl alcohol to provide 3-chloro-5-(phenylmethoxy)benzo[b]thiophene-2-carboxamide in 84% yield; mp=205.5°-206° C.

Workup

  1. filtrationThe resulting precipitate is collected by filtration
  2. washwashing with ethyl alcohol

Sources & evidence

ORD record
ord-1d5d497b3c4247d9a2f84e31ba5787dd
Source dataset
uspto-grants-1994_09
Patent number
US05350748

Reaction notes

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