Ammonia → 4-amino-N,1-dimethyl-2-oxo-3-pentenesulfonamide

HRID 1252255Notes

Reaction equation

HRID 1252255 reaction equation
[NH3:1].[CH3:2][N:3]1[C:8]([CH3:9])=[CH:7][C:6](=[O:10])[CH:5]([CH3:11])[S:4]1(=[O:13])=[O:12]>CO>[NH2:1][C:8]([CH3:9])=[CH:7][C:6](=[O:10])[CH:5]([CH3:11])[S:4]([NH:3][CH3:2])(=[O:13])=[O:12]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 201410512,3,6-trimethyl-2H-1,2-thiazin-5(6H)-one 1,1-dioxide

Product 1

HCID 867421514-amino-N,1-dimethyl-2-oxo-3-pentenesulfonamide

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A moderately rapid stream of dry ammonia was introduced at 20°-25° during 3 hours into a solution of 2.5 g of 2,3,6-trimethyl-2H-1,2-thiazin-5(6H)-one 1,1-dioxide in 25 ml of methanol and the mixture was thereupon left to stand overnight. The dark yellow solution obtained was concentrated to dryness under reduced pressure and the crystalline residue was recrystallized from ethanol. There were obtained 2.3 g of 4-amino-N,1-dimethyl-2-oxo-3-pentenesulfonamide in the form of colorless crystals, m.p. 140°-143°.

Workup

  1. waitthe mixture was thereupon left
  2. customThe dark yellow solution obtained
  3. concentrationwas concentrated to dryness under reduced pressure
  4. customthe crystalline residue was recrystallized from ethanol

Sources & evidence

ORD record
ord-7c664e08997b42b489d60152ce5b2e87
Source dataset
uspto-grants-1988_05
Patent number
US04742069

Reaction notes

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