Diazomethane → Methyl 2-amino-5-chlorobenzoate

HRID 1006522Notes

Reaction equation

HRID 1006522 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-c2b55e883a0d4e5d9fa380fbc2a1d9ff
Source dataset
uspto-grants-2004_09
Patent number
US06790866B2

Reaction notes

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