Ammonia → HCID 21709100, compound

HRID 651693Notes

Reaction equation

HRID 651693 reaction equation
[CH2:1]([N:8]([CH3:17])[S:9]([CH2:12][C:13](OC)=[O:14])(=[O:11])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH3:18].O>O1CCCC1>[CH2:1]([N:8]([CH3:17])[S:9]([CH2:12][C:13]([NH2:18])=[O:14])(=[O:11])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 222AmmoniaHCID 962WaterHCID 20681420HCID 20681420, compound

Product 1

HCID 21709100HCID 21709100, compoundYield 76%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a stirred solution of methyl (N-benzyl-N-methylsulfamoyl)acetate (from step (a), 3.9 g, 15.2 mmol) in tetrahydrofuran (10 ml) at ambient temperature was added aqueous ammonia (10 ml, s.g.=0.88) in one portion. The orange solution was then stirred at ambient temperature for 18 hr, before being poured into water (50 ml) and extracted with ethyl acetate (3×25 ml). The organic extract was evaporated in vacuo to give the subtitle compound (2.8 g, 76%) as a white solid. m.p. 124-127° C.

Workup

  1. extractionextracted with ethyl acetate (3×25 ml)
  2. extractionThe organic extract
  3. customwas evaporated in vacuo

Sources & evidence

ORD record
ord-3671435d78e74191a0dbb43f63f280cf
Source dataset
uspto-grants-2001_08
Patent number
US06281357B1

Reaction notes

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