Water → HCID 70479867, compound

HRID 648049Notes

Reaction equation

HRID 648049 reaction equation
C[O:2][C:3]([C:5]1[S:9][C:8]2[CH:10]=[C:11]([CH2:14][C:15]3[NH:16][CH:17]=[CH:18][N:19]=3)[CH:12]=[CH:13][C:7]=2[C:6]=1[CH3:20])=[O:4].[OH-].[K+].O>CO>[NH:19]1[CH:18]=[CH:17][N:16]=[C:15]1[CH2:14][C:11]1[CH:12]=[CH:13][C:7]2[C:6]([CH3:20])=[C:5]([C:3]([OH:4])=[O:2])[S:9][C:8]=2[CH:10]=1

Participants

5

Reactant 3

HCID 962WaterHCID 14797Potassium HydroxideHCID 70479476HCID 70479476, compound

Product 1

HCID 70479867HCID 70479867, compoundYield 84.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 6-(1-imidazolylmethyl)-3-methylbenzo[b]thiophene-2-carboxylic acid methyl ester (0.25 g.) potassium hydroxide (0.10 g.), water (2.5 ml.) and methanol (2.5 ml.) was heated under reflux for 1 hour and then evaporated to small bulk. The solution was acidified with acetic acid and the solid was filtered off and dissolved in a slight excess of diluted potassium hydroxide solution. The solution was filtered and the filtrate was acidified. The solid was filtered off, washed with water and dried to give 6-(1-imidazolylmethyl)-3-methylbenzo[b]-thiophene-2-carboxylic acid (0.20 g.), m.p. 277°-278° C.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 1 hour
  3. customevaporated to small bulk
  4. filtrationthe solid was filtered off
  5. dissolutiondissolved in a slight excess of diluted potassium hydroxide solution
  6. filtrationThe solution was filtered
  7. filtrationThe solid was filtered off
  8. washwashed with water
  9. customdried

Sources & evidence

ORD record
ord-2b89d817a0ca41468034b11d5c86908c
Source dataset
uspto-grants-1983_10
Patent number
US04410539

Reaction notes

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