Ethanol → HCID 70456560, compound

HRID 280603Notes

Reaction equation

HRID 280603 reaction equation
[NH:1]1[CH:5]=[CH:4][N:3]=[C:2]1[CH2:6][C:7]1[S:11][C:10]2[CH:12]=C(C#N)[CH:14]=[CH:15][C:9]=2[C:8]=1[CH3:18].[OH-:19].[Na+].[CH2:21]([OH:23])[CH3:22]>O>[NH:1]1[CH:5]=[CH:4][N:3]=[C:2]1[CH2:6][C:7]1[S:11][C:10]2[CH:12]=[C:22]([C:21]([OH:19])=[O:23])[CH:14]=[CH:15][C:9]=2[C:8]=1[CH3:18]

Participants

5

Reactant 3

HCID 702EthanolHCID 14798Sodium HydroxideHCID 70456511HCID 70456511, compound

Product 1

HCID 70456560HCID 70456560, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 2-(1-imidazolylmethyl)-3-methylbenzo[b]thiophene-6-carbonitrile (0.40 g), sodium hydroxide (0.20 g), ethanol (2 ml) and water (20 ml) was heated under reflux for 24 hours. The solution was evaporated and the residue was dissolved in water and the solution was acidified with acetic acid. The solid was filtered off and purified by redissolving in dilute sodium hydroxide solution, filtering and acidifying the filtrate with acetic acid. The solid was filtered off, washed with water and dried to give 2-(1-imidazolylmethyl)-3-methylbenzo[b]thiophene-6-carboxylic acid (0.35 g), m.p. 254°-255°.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 24 hours
  3. customThe solution was evaporated
  4. dissolutionthe residue was dissolved in water
  5. filtrationThe solid was filtered off
  6. custompurified
  7. dissolutionby redissolving in dilute sodium hydroxide solution
  8. filtrationfiltering
  9. filtrationThe solid was filtered off
  10. washwashed with water
  11. customdried

Sources & evidence

ORD record
ord-2562a897f62a438ea43e043b22e55542
Source dataset
uspto-grants-1986_05
Patent number
US04590200

Reaction notes

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