Hydrochloric Acid → N-[(4,6-Dimethoxypyrimidin-2-yl)aminocarbonyl]-2-(alpha-hydroxyethyl)benzenesulfonamide

HRID 1155634Notes

Reaction equation

HRID 1155634 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[N:6]=[C:5]([NH:11][C:12]([NH:14][S:15]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=2[C:24]([CH3:26])=[O:25])(=[O:17])=[O:16])=[O:13])[N:4]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-].O.Cl>C1COCC1>[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[N:6]=[C:5]([NH:11][C:12]([NH:14][S:15]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=2[CH:24]([OH:25])[CH3:26])(=[O:17])=[O:16])=[O:13])[N:4]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 130972992-Acetyl-N-[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]benzenesulfonamideHCID 21226445Aluminium lithium hydride

Product 1

HCID 20537240N-[(4,6-Dimethoxypyrimidin-2-yl)aminocarbonyl]-2-(alpha-hydroxyethyl)benzenesulfonamide

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture containing 1.0 g of N-[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-2-methylcarbonylbenzenesulfonamide in 50 ml of anhydrous THF is treated with 0.1 g of lithium aluminum hydride at 25° under a nitrogen atmosphere. The mixture is stirred for 4 hours at 25° and is then poured into 500 ml of water containing 10 ml of concentrated hydrochloric acid. The precipitated oil is extracted into methylene chloride and the solid on evaporation is purified by column chromatography on silica gel.

Workup

  1. extractionThe precipitated oil is extracted into methylene chloride
  2. customthe solid on evaporation
  3. customis purified by column chromatography on silica gel

Sources & evidence

ORD record
ord-6d16720a5c33490e8372b2cae2138d92
Source dataset
uspto-grants-1982_06
Patent number
US04332611

Reaction notes

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