Ammonium Hydroxide → N-(4-methyl-5-sulfamoylthiazol-2-yl)acetamide

HRID 1750737Notes

Reaction equation

HRID 1750737 reaction equation
[C:1]([NH:4][C:5]1[S:6][C:7]([S:11](Cl)(=[O:13])=[O:12])=[C:8]([CH3:10])[N:9]=1)(=[O:3])[CH3:2].[NH4+:15].[OH-]>C1COCC1>[CH3:10][C:8]1[N:9]=[C:5]([NH:4][C:1](=[O:3])[CH3:2])[S:6][C:7]=1[S:11](=[O:13])(=[O:12])[NH2:15]

Participants

4

Reactant 2

HCID 14923Ammonium HydroxideHCID 969512-Acetamido-4-methylthiazole-5-sulfonyl chloride

Product 1

HCID 3244062N-(4-methyl-5-sulfamoylthiazol-2-yl)acetamide

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
0 °C

Procedure

2-Acetamido-4-methylthiazole-5-sulfonyl chloride (0.50 g, 1.96 mmol) was dissolved in THF (7 mL), cooled to 0° C., and concentrated NH4OH (0.7 mL) was added. After 3 hours the reaction was concentrated, diluted with water, and extracted with CHCl3/methanol. The organic layer was dried over Na2SO4. Filtration and concentration gave the product that was used Example 11B.

Workup

  1. concentrationAfter 3 hours the reaction was concentrated
  2. additiondiluted with water
  3. extractionextracted with CHCl3/methanol
  4. dry with materialThe organic layer was dried over Na2SO4
  5. filtrationFiltration and concentration
  6. customgave the product that

Sources & evidence

ORD record
ord-7fedf48128b9414cad6758d09f779c97
Source dataset
uspto-grants-2015_10
Patent number
US09156856B2

Reaction notes

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