Anthranilamide → HCID 13566148, compound

HRID 1639292Notes

Reaction equation

HRID 1639292 reaction equation
[NH2:1][C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([NH2:6])=[O:5].Br[CH2:12][C:13]([O:15][CH2:16][CH3:17])=[O:14].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[C:4]([C:3]1[CH:7]=[CH:8][CH:9]=[CH:10][C:2]=1[NH:1][CH2:12][C:13]([O:15][CH2:16][CH3:17])=[O:14])(=[O:5])[NH2:6]

Participants

5

Reactant 3

HCID 6942AnthranilamideHCID 7748Ethyl bromoacetateHCID 11430Potassium Carbonate

Product 1

HCID 13566148HCID 13566148, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
60 °C

Procedure

A mixture of 2-aminobenzamide (100 g), ethyl bromoacetate (97.74 ml) and potassium carbonate (253.78 g) in N,N-dimethylformamide (400 ml) was stirred at 60° C. for 4.5 hours. After cooling, the reaction mixture was poured into ice-water (2 l) and the resulting crystals were collected by filtration. Thus obtained product was purified by recrystallization from ethanol to give ethyl N-(2-carbamoylphenyl)aminoacetate (123.93 g).

Workup

  1. temperatureAfter cooling
  2. filtrationthe resulting crystals were collected by filtration
  3. customThus obtained product was purified by recrystallization from ethanol

Sources & evidence

ORD record
ord-5f20c2725b7c42fc990853be9236f483
Source dataset
uspto-grants-1989_11
Patent number
US04883800

Reaction notes

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