Hydrochloric Acid → 5-[2-(1-Imidazolyl)ethoxy]benzo[b]-thiophene-2-carboxylic acid hydrochloride hemihydrate

HRID 648050Notes

Reaction equation

HRID 648050 reaction equation
C[O:2][C:3]([C:5]1[S:9][C:8]2[CH:10]=[CH:11][C:12]([O:14][CH2:15][CH2:16][N:17]3[CH:21]=[CH:20][N:19]=[CH:18]3)=[CH:13][C:7]=2[CH:6]=1)=[O:4].[ClH:22]>>[OH2:2].[ClH:22].[N:17]1([CH2:16][CH2:15][O:14][C:12]2[CH:11]=[CH:10][C:8]3[S:9][C:5]([C:3]([OH:4])=[O:2])=[CH:6][C:7]=3[CH:13]=2)[CH:21]=[CH:20][N:19]=[CH:18]1.[N:17]1([CH2:16][CH2:15][O:14][C:12]2[CH:11]=[CH:10][C:8]3[S:9][C:5]([C:3]([OH:4])=[O:2])=[CH:6][C:7]=3[CH:13]=2)[CH:21]=[CH:20][N:19]=[CH:18]1.[ClH:22]

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 136630165-[2-(1-Imidazolyl)ethoxy]benzo[b]thiophene-2-carboxylic acid methyl ester

Product 1

HCID 704790545-[2-(1-Imidazolyl)ethoxy]benzo[b]-thiophene-2-carboxylic acid hydrochloride hemihydrate

Procedure

A mixture of 5-[2-(1-imidazolyl)ethoxy]benzo[b]thiophene-2-carboxylic acid methyl ester (0.35 g.) and concentrated hydrochloric acid (5 ml.) was heated on a steam bath for 5 hours and then evaporated. The residue was crystallized twice from ethanol/ether to give 5-[2-(1-imidazolyl)ethoxy]benzo[b]-thiophene-2-carboxylic acid hydrochloride hemihydrate (0.23 g.), m.p. 255°-258° C.

Workup

  1. temperaturewas heated on a steam bath for 5 hours
  2. customevaporated
  3. customThe residue was crystallized twice from ethanol/ether

Sources & evidence

ORD record
ord-1af2a8a5fe8e42319a652dda3c9bd9dc
Source dataset
uspto-grants-1983_10
Patent number
US04410539

Reaction notes

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