Acetic Acid → HCID 791509, compound

HRID 1973867Notes

Reaction equation

HRID 1973867 reaction equation
[NH2:1][C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([NH2:6])=[O:5].C([O-])(=O)C.[Na+].C(O)(=O)C.[Cl:20][C:21]1[CH:29]=[CH:28][C:24]([C:25](Cl)=[O:26])=[CH:23][CH:22]=1>CC(C)=O>[Cl:20][C:21]1[CH:29]=[CH:28][C:24]([C:25]([NH:1][C:2]2[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=2[C:4]([NH2:6])=[O:5])=[O:26])=[CH:23][CH:22]=1

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 6942AnthranilamideHCID 85014-Chlorobenzoyl chlorideHCID 517045Sodium Acetate

Product 1

HCID 791509HCID 791509, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To a stirred mixture of 16.3 g of 2-aminobenzamide, 82 ml of saturated aqueous sodium acetate solution and 82 ml of acetic acid was added a solution of 21 g of 4-chlorobenzoyl chloride in 14 ml of acetone. The mixture was stirred at room temperature for one hour after addition was complete. The tan precipitate was collected by filtration and recrystallized from ethanol to give 24.1 g of light tan 2-(4-chlorobenzamido)benzamide, m.p. 205°-207°, which was used without further purification.

Workup

  1. additionafter addition
  2. filtrationThe tan precipitate was collected by filtration
  3. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-b5851d8ca60f49c5ba0fa1d40e07c550
Source dataset
uspto-grants-1976_12
Patent number
US03998951

Reaction notes

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