Diazomethane → Methyl 2-amino-5-chlorobenzoate

HRID 1279587Notes

Reaction equation

HRID 1279587 reaction equation
[Cl:1][C:2]1[CH:10]=[C:6]([C:7]([OH:9])=[O:8])[C:5]([NH2:11])=[CH:4][CH:3]=1.[N+](=[CH2:14])=[N-]>CCOC(C)=O.CO.CCOCC>[CH3:14][O:8][C:7](=[O:9])[C:6]1[C:5](=[CH:4][CH:3]=[C:2]([Cl:1])[CH:10]=1)[NH2:11]

Participants

5

Reactant 2

HCID 9550DiazomethaneHCID 124762-Amino-5-chlorobenzoic acid

Product 1

HCID 78878Methyl 2-amino-5-chlorobenzoate

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 21584119Ethylacetate methanolSolvent

Procedure

To a suspension of 5-chloroanthranilic acid (6.1 g) in AcOEt-MeOH (20 ml+10 ml), a solution of an excess amount of diazomethane in ether (50 ml) was added at 0° C. After termination of reaction, reaction solvent was evaporated to dryness to give the title compound (6.6 g) having the following physical data.

Workup

  1. customAfter termination of reaction, reaction solvent
  2. customwas evaporated to dryness

Sources & evidence

ORD record
ord-80b63e1da2ec4347a1934e7ee8c25a9b
Source dataset
uspto-grants-2002_09
Patent number
US06448290B1

Reaction notes

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