Hydrochloric Acid → 3-Thiophenecarboxylic acid, 4-(aminosulfonyl)-

HRID 1731408Notes

Reaction equation

HRID 1731408 reaction equation
C[O:2][C:3]([C:5]1[C:9]([S:10]([NH2:13])(=[O:12])=[O:11])=[CH:8][S:7][CH:6]=1)=[O:4].[OH-].[Na+].Cl>>[NH2:13][S:10]([C:9]1[C:5]([C:3]([OH:4])=[O:2])=[CH:6][S:7][CH:8]=1)(=[O:12])=[O:11]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 30422843-Thiophenecarboxylic acid, 4-(aminosulfonyl)-, methyl ester

Product 1

HCID 30422853-Thiophenecarboxylic acid, 4-(aminosulfonyl)-

Procedure

Preparation is according to the method disclosed in U.S. Pat. No. 4,028,373. A solution of 0.5 g. of 4-(aminosulfonyl)-3-thiophenecarboxylic acid methyl ester in 20 ml. of 10% aqueous sodium hydroxide is allowed to sit at room temperature for 3 days. The solution is acidified with concentrated hydrochloric acid. The precipitate which forms is collected to give 0.35 g. of product. A small amount is recrystallized twice from ethyl acetate (petroleum ether is added to the cloudy point to initiate precipitation) to give the analytical sample, m.p. 222°-224° C.

Workup

  1. customPreparation
  2. customThe precipitate which forms is collected
  3. customto give 0.35 g
  4. customA small amount is recrystallized twice from ethyl acetate (petroleum ether
  5. additionis added to the cloudy point
  6. customprecipitation)
  7. customto give the analytical sample, m.p. 222°-224° C.

Sources & evidence

ORD record
ord-428644f1e21347089cccdd6c8a379fda
Source dataset
uspto-grants-1986_11
Patent number
US04621142

Reaction notes

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