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

HRID 745450Notes

Reaction equation

HRID 745450 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 ice-water 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-2978c2fac1344886936a78e33872353c
Source dataset
uspto-grants-1986_07
Patent number
US04599103

Reaction notes

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