Hydrochloric Acid → 3-[[(4,6-Dimethylpyrimidin-2-yl)aminocarbonyl]amino sulfonyl]-2-thiophene carboxylic acid

HRID 1979497Notes

Reaction equation

HRID 1979497 reaction equation
[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[N:5]=[C:4]([NH:9][C:10]([NH:12][S:13]([C:16]2[CH:20]=[CH:19][S:18][C:17]=2[C:21]([O:23]C)=[O:22])(=[O:15])=[O:14])=[O:11])[N:3]=1.Cl>C(O)C.[OH-].[Na+].O>[CH3:8][C:6]1[CH:7]=[C:2]([CH3:1])[N:3]=[C:4]([NH:9][C:10]([NH:12][S:13]([C:16]2[CH:20]=[CH:19][S:18][C:17]=2[C:21]([OH:23])=[O:22])(=[O:15])=[O:14])=[O:11])[N:5]=1

Participants

6

Reactant 2

HCID 313Hydrochloric AcidHCID 13390185Methyl 3-[[(4,6-dimethylpyrimidin-2-yl)aminocarbonyl]aminosulfonyl]-2-thiophenecarboxylate

Product 1

HCID 137293093-[[(4,6-Dimethylpyrimidin-2-yl)aminocarbonyl]amino sulfonyl]-2-thiophene carboxylic acid

Reagents, catalysts & solvents 3

HCID 702EthanolSolventHCID 962WaterSolventHCID 14798Sodium HydroxideSolvent

Procedure

A solution of 1.0 g of methyl 3-[[(4,6-dimethylpyrimidin-2-yl)aminocarbonyl]aminosulfonyl]-2-thiophenecarboxylate in 10 ml of ethanol and 1 ml of 50% sodium hydroxide in water was stirred overnight at room temperature. To this was added icewater and aqueous hydrochloric acid until acidic, and the precipitate was filtered and washed first with acetone and then with methylene chloride. The product, 0.8 g, melted at 127°.

Workup

  1. filtrationwas filtered
  2. washwashed first with acetone

Sources & evidence

ORD record
ord-fc7c9964dcba4ceeb1444144e7821047
Source dataset
uspto-grants-1984_11
Patent number
US04481029

Reaction notes

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