Chloroacetonitrile → HCID 13577348, compound

HRID 980437Notes

Reaction equation

HRID 980437 reaction equation
Cl[CH2:2][C:3]#[N:4].[OH:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[S:12]([NH2:15])(=[O:14])=[O:13].C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[C:3]([CH2:2][O:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[S:12]([NH2:15])(=[O:13])=[O:14])#[N:4]

Participants

5

Reactant 3

HCID 7856ChloroacetonitrileHCID 11430Potassium CarbonateHCID 6375462-Hydroxybenzene-1-sulfonamide

Product 1

HCID 13577348HCID 13577348, compoundYield 66%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

8 g (0.1 mol) of chloroacetonitrile are added dropwise to a stirred suspension of 18 g (0.1 mol) of 2-hydroxybenzenesulphonamide and 15 g (0.1 mol) of potassium carbonate in 250 ml of acetonitrile, and stirring is continued for a further 16 hours at 55° C. to 60° C. when the addition is complete. The reaction mixture obtained is filtered under suction, and the residue is evaporated down and triturated with water. The solid obtained is dried on clay. 14 g (66% of theory) of 2-cyanomethoxyphenylsulphonamide of melting point 184° to 185° C. are obtained.

Workup

  1. additionwhen the addition
  2. customThe reaction mixture obtained
  3. filtrationis filtered under suction
  4. customthe residue is evaporated down
  5. customtriturated with water
  6. customThe solid obtained
  7. customis dried on clay

Sources & evidence

ORD record
ord-922c34c2a730415db1ac7a94bfed786a
Source dataset
uspto-grants-1987_01
Patent number
US04638004

Reaction notes

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