Ammonia → 2-[(1,2-Dichloroethenyl)oxy]benzene-1-sulfonamide

HRID 2295468Notes

Reaction equation

HRID 2295468 reaction equation
[Cl:1][C:2]([O:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[S:12](Cl)(=[O:14])=[O:13])=[CH:3][Cl:4].O.[NH3:17]>C(Cl)Cl>[Cl:1][C:2]([O:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[S:12]([NH2:17])(=[O:14])=[O:13])=[CH:3][Cl:4]

Participants

5

Reactant 3

HCID 222AmmoniaHCID 962WaterHCID 540123692-[(1,2-Dichloroethenyl)oxy]benzene-1-sulfonyl chloride

Product 1

HCID 537128512-[(1,2-Dichloroethenyl)oxy]benzene-1-sulfonamide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of 17.5 g of 2-(1,2-dichlorovinyloxy)phenylsulfonyl-chloride in 150 ml of methylene chloride is added slowly to a mixture of 30 ml of methylene chloride, 50 ml of water and 50 ml of 30% aqueous ammonia. The reaction mixture is stirred for 6 hours at a temperature of 20°-25° C. The organic phase is washed with water, dried over sodium sulfate and evaporated to a volume of 40 ml. The crystallised 2-(1,2-dichlorovinyloxy)phenylsulfonamide is separated and dried. Yield: 12.5 g, m.p. 147°-149° C.

Workup

  1. washThe organic phase is washed with water
  2. dry with materialdried over sodium sulfate
  3. customevaporated to a volume of 40 ml
  4. customThe crystallised 2-(1,2-dichlorovinyloxy)phenylsulfonamide is separated
  5. customdried

Sources & evidence

ORD record
ord-000a3d5ba99f4fa8b2284d804c8fc8ef
Source dataset
uspto-grants-1984_01
Patent number
US04425154

Reaction notes

Loading…