Sodium Hydroxide → Pyrrolo[2,1-b][1,3]thiazole-7-carboxylic acid

HRID 560325Notes

Reaction equation

HRID 560325 reaction equation
C([O:3][C:4]([C:6]1[CH:7]=[CH:8][N:9]2[CH:13]=[CH:12][S:11][C:10]=12)=[O:5])C.[OH-].[Na+]>CO.O>[S:11]1[CH:12]=[CH:13][N:9]2[CH:8]=[CH:7][C:6]([C:4]([OH:5])=[O:3])=[C:10]12

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 23643153pyrrolo[2,1-b]thiazole-7-carboxylic Acid Ethyl Ester

Product 1

HCID 59316832Pyrrolo[2,1-b][1,3]thiazole-7-carboxylic acid

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Conditions

Temperature
55 °C

Procedure

A mixture of pyrrolo[2,1-b]thiazole-7-carboxylic acid ethyl ester (5.12 mmol) and NaOH (7.68 mmol) in MeOH (5.8 mL) and water (5.8 mL) is heated to 55° C. for 23 h. The mixture is concentrated in vacuo and made acidic by addition of aq. HCl (1.0 M). The obtained precipitate is filtered off and dried in vacuo to give the desired product.

Workup

  1. concentrationThe mixture is concentrated in vacuo
  2. additionmade acidic by addition of aq. HCl (1.0 M)
  3. filtrationThe obtained precipitate is filtered off
  4. customdried in vacuo

Sources & evidence

ORD record
ord-fe03b266cbe4451cb92277a4a5bd04b9
Source dataset
uspto-grants-2011_11
Patent number
US08063099B2

Reaction notes

Loading…