Sodium Hydroxide → HCID 178526125, compound

HRID 2051113Notes

Reaction equation

HRID 2051113 reaction equation
[CH2:1]([C:8]1[N:9]=[C:10]2[N:14]([C:15]=1[C:16]([O:18]CC)=[S:17])[CH:13]=[CH:12][S:11]2)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[Na+]>C(O)C>[CH2:1]([C:8]1[N:9]=[C:10]2[N:14]([C:15]=1[C:16]([OH:18])=[S:17])[CH:13]=[CH:12][S:11]2)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 86744777HCID 86744777, compound

Product 1

HCID 178526125HCID 178526125, compoundYield 94.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 3.5 g of ethyl 6-benzylthioimidazo [2,1-b]thiazole-5-carboxylate in 25 ml of ethanol is added sodium hydroxide solution (prepared by dissolving 1.5 g of sodium hydroxide in 7 ml of water) and the mixture is stirred for 30 minutes at 50°-60° C. and then under reflux for 20 minutes. The reaction solution is concentrated, added with 70 ml of water and adjusted to pH 3 by addition of hydrochloric acid. The precipitate is collected by filtration and dried to obtain 3.0 g of the title compound, mp. 147°-150° C. (decomp.).

Workup

  1. temperatureunder reflux for 20 minutes
  2. concentrationThe reaction solution is concentrated
  3. additionadded with 70 ml of water
  4. additionadjusted to pH 3 by addition of hydrochloric acid
  5. filtrationThe precipitate is collected by filtration
  6. customdried

Sources & evidence

ORD record
ord-c0153b766ed34f45ab9509356be73cde
Source dataset
uspto-grants-1991_05
Patent number
US05017212

Reaction notes

Loading…