Anthranilic Acid → HCID 3498877, compound

HRID 1587422Notes

Reaction equation

HRID 1587422 reaction equation
[C:1]([OH:10])(=[O:9])[C:2]1[C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[NH2:4].[CH3:11][C:12]1[CH:13]=[C:14]([CH:20]=[CH:21][CH:22]=1)[O:15][CH2:16][C:17](Cl)=[O:18].Cl>[OH-].[Na+]>[CH3:11][C:12]1[CH:13]=[C:14]([CH:20]=[CH:21][CH:22]=1)[O:15][CH2:16][C:17]([NH:4][C:3]1[C:2](=[CH:8][CH:7]=[CH:6][CH:5]=1)[C:1]([OH:10])=[O:9])=[O:18]

Participants

5

Reactant 3

HCID 227Anthranilic AcidHCID 313Hydrochloric AcidHCID 10241506(3-METHYLPHENOXY)ACETYL CHLORIDE

Product 1

HCID 3498877HCID 3498877, compoundYield 84.6%

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

Anthranilic acid 7.95 g (58 mmol) was dissolved in 10% aqueous sodium hydroxide solution 48 ml and to this solution, 3-methylphenoxyacetyl chloride 11.8 g (64 mmol) was added dropwise at 0° C. The resulting solution was stirred at room temperature for 5 minutes and acidified with 10% hydrochloric acid solution. Deposited crystals were collected by filtration and washed with hot water to obtain N-(3-methylphenoxyacetyl)anthranilic acid 14.0 g (yield: 68%).

Workup

  1. additionwas added dropwise at 0° C
  2. filtrationDeposited crystals were collected by filtration
  3. washwashed with hot water

Sources & evidence

ORD record
ord-fb73c30ca36a40a3837cf461d1960f5f
Source dataset
uspto-grants-1993_06
Patent number
US05217961

Reaction notes

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