Ammonia → 2-(Oxetan-3-oxycarbonyl)phenylsulfonamide

HRID 36016Notes

Reaction equation

HRID 36016 reaction equation
[NH3:1].C(Cl)Cl.[O:5]1[CH2:8][CH:7]([O:9][C:10]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[S:18](Cl)(=[O:20])=[O:19])=[O:11])[CH2:6]1>O>[O:5]1[CH2:8][CH:7]([O:9][C:10]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[S:18]([NH2:1])(=[O:20])=[O:19])=[O:11])[CH2:6]1

Participants

5

Reactant 3

HCID 222AmmoniaHCID 6344DichloromethaneHCID 233531182-(Oxetan-3-oxycarbonyl)phenylsulfonyl chloride

Product 1

HCID 233531172-(Oxetan-3-oxycarbonyl)phenylsulfonamide

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

2.5 g of ammonia are passed into a methylene chloride solution of 2-(oxetan-3-oxycarbonyl)phenylsulfonyl chloride (Example H6) at a temperature of 0° to 5° C. in the course of 45 minutes. By adding water to the reaction mixture, washing the organic phase with water, drying and evaporating it and crystallising the residue from a methylene chloride/diethyl ether mixture, 6.7 g of 2-(oxetan-3-oxycarbonyl)phenylsulfonamide of melting point 169° to 170° C. are obtained.

Workup

  1. washwashing the organic phase with water
  2. customdrying
  3. customevaporating it
  4. customcrystallising the residue from a methylene chloride/diethyl ether mixture, 6.7 g of 2-(oxetan-3-oxycarbonyl)phenylsulfonamide of melting point 169° to 170° C.
  5. customare obtained

Sources & evidence

ORD record
ord-0e31820ea1554a618b68d2d846e6f1fe
Source dataset
uspto-grants-1995_05
Patent number
US05412107

Reaction notes

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