Ammonia → N-ethyl-4-amino-2-oxo-3-pentenesulfonamide

HRID 1252246Notes

Reaction equation

HRID 1252246 reaction equation
[CH2:1]([N:3]1[C:8]([CH3:9])=[CH:7][C:6](=[O:10])[CH2:5][S:4]1(=[O:12])=[O:11])[CH3:2].[NH3:13]>CO>[CH2:1]([NH:3][S:4]([CH2:5][C:6](=[O:10])[CH:7]=[C:8]([NH2:13])[CH3:9])(=[O:12])=[O:11])[CH3:2]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 201410202-ethyl-3-methyl-1,2-thiazin-5(6H)-one 1,1-dioxide

Product 1

HCID 86742149N-ethyl-4-amino-2-oxo-3-pentenesulfonamide

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A suspension of 13 g of 2-ethyl-3-methyl-1,2-thiazin-5(6H)-one 1,1-dioxide in 130 ml of methanol was reacted with ammonia in accordance with the procedure described in Example 1. The dark yellow solution obtained was concentrated to dryness under reduced pressure and the crystalline residue was recrystallized from ethanol. There were obtained 12.2 g of N-ethyl-4-amino-2-oxo-3-pentenesulfonamide in the form of colorless crystals, m.p. 112°-114°.

Workup

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

Sources & evidence

ORD record
ord-24c2ec5fe40a4c70968c5a5bad14646d
Source dataset
uspto-grants-1988_05
Patent number
US04742069

Reaction notes

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