Water → HCID 2735721, compound

HRID 1607660Notes

Reaction equation

HRID 1607660 reaction equation
[Cl:1][O-].[Ca+2].Cl[O-].[C:6]([C:8]1[CH:17]=[CH:16][C:11]([NH:12][C:13](=[O:15])[CH3:14])=[CH:10][CH:9]=1)#[N:7].O>C(O)C.C(O)(=O)C>[Cl:1][C:10]1[CH:9]=[C:8]([C:6]#[N:7])[CH:17]=[CH:16][C:11]=1[NH:12][C:13](=[O:15])[CH3:14]

Participants

6

Reactant 3

HCID 962WaterHCID 24504Calcium hypochloriteHCID 372564-Cyanoacetanilide

Product 1

HCID 2735721HCID 2735721, compoundYield 82.3%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 702EthanolSolvent

Procedure

An aqueous solution (200 ml) of calcium hypochlorite (21 g) was added to a solution of p-cyanoacetanilide (12.5 g) in ethanol (27 ml), acetic acid (27 ml), and water (27 ml). The mixture was stirred for 4 days and extracted with chloroform. The organic layer was washed with a saturated aqueous solution of sodium chloride, dried over magnesium sulfate, and concentrated to give a powder of 2'-chloro-4'-cyanoacetanilide (12.5 g).

Workup

  1. extractionextracted with chloroform
  2. washThe organic layer was washed with a saturated aqueous solution of sodium chloride
  3. dry with materialdried over magnesium sulfate
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-aa8ea552e06e4b9f9e3f207da1482703
Source dataset
uspto-grants-1989_09
Patent number
US04866091

Reaction notes

Loading…