Ethanol → HCID 12399320, compound

HRID 1284099Notes

Reaction equation

HRID 1284099 reaction equation
[S:1]1[CH:5]=[CH:4][N:3]2[CH:6]=[C:7]([C:9]3[CH:14]=[CH:13][C:12]([CH2:15][C:16]([O:18]CC)=[O:17])=[CH:11][CH:10]=3)[N:8]=[C:2]12.C(O)C.[OH-].[Na+]>O>[S:1]1[CH:5]=[CH:4][N:3]2[CH:6]=[C:7]([C:9]3[CH:10]=[CH:11][C:12]([CH2:15][C:16]([OH:18])=[O:17])=[CH:13][CH:14]=3)[N:8]=[C:2]12

Participants

5

Reactant 3

HCID 702EthanolHCID 14798Sodium HydroxideHCID 13079789HCID 13079789, compound

Product 1

HCID 12399320HCID 12399320, compoundYield 56.4%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 5.7 g of ethyl 4-(imidazo[2,1-b]thiazol-6-yl)phenyl-acetate, 25 ml of ethanol, 0.96 g of sodium hydroxide and 5 ml of water is stirred at room temperature for 10 minutes. The ethanol is distilled off under reduced pressure, and the residue is dissolved in water. The solution is adjusted to pH 6 by addition of dilute hydrochloric acid. The crystalline precipitate is filtered off and washed with water to give 2.9 g of 4-(imidazo[2,1-b]thiazol-6-yl)phenylacetic acid as colorless crystals melting at 248°-249°C with decomposition.

Workup

  1. distillationThe ethanol is distilled off under reduced pressure
  2. dissolutionthe residue is dissolved in water
  3. additionThe solution is adjusted to pH 6 by addition of dilute hydrochloric acid
  4. filtrationThe crystalline precipitate is filtered off
  5. washwashed with water

Sources & evidence

ORD record
ord-0cce41ac079e4c78a96cee20aa878137
Source dataset
uspto-grants-1976_08
Patent number
US03978071

Reaction notes

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