Sodium Hydroxide → HCID 178436708, compound

HRID 894039Notes

Reaction equation

HRID 894039 reaction equation
C[C:2]1[NH:3][C:4]([CH2:10][CH3:11])=[CH:5][C:6]=1[C:7]([OH:9])=[S:8].[OH-].[Na+]>C(O)C>[CH2:10]([C:4]1[NH:3][CH:2]=[C:6]([C:7]([OH:9])=[S:8])[CH:5]=1)[CH3:11]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 178436707HCID 178436707, compound

Product 1

HCID 178436708HCID 178436708, compoundYield 41.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Methyl 5-ethylthiopyrrole-3-carboxylic acid (100 mg.) was combined with 5 ml. of ethanol and 5 ml. of 1 N sodium hydroxide and heated on a steam bath in an open flask for 1 hour. The aqueous residue was cooled to room temperature and extracted with 2 ml. of ether. The aqueous phase was acidified with conc. hydrochloric acid to yield crystalline 5-ethylthiopyrrole-3-carboxylic acid (38 mg., m.p. 110°-112° C., m/e 171).

Workup

  1. extractionextracted with 2 ml

Sources & evidence

ORD record
ord-6c086741715842f2be8ce15f022e579e
Source dataset
uspto-grants-1981_08
Patent number
US04282242

Reaction notes

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