Benzoic acid, 2-chloro-6-nitro-, methyl ester → Methyl 2-amino-6-chlorobenzoate

HRID 1995395Notes

Reaction equation

HRID 1995395 reaction equation
[Cl:1][C:2]1[C:7]([C:8]([O:10][CH3:11])=[O:9])=[C:6]([N+:12]([O-])=O)[CH:5]=[CH:4][CH:3]=1.[H][H]>[Ni].CO>[Cl:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]([NH2:12])[C:7]=1[C:8]([O:10][CH3:11])=[O:9]

Participants

5

Reactant 2

HCID 603613Benzoic acid, 2-chloro-6-nitro-, methyl esterHCID 178418361HCID 178418361, compound

Product 1

HCID 592849Methyl 2-amino-6-chlorobenzoate

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

4.5 gm (0.212 mol) of methyl 6-chloro-2-nitro-benzoate were hydrogenated with Raney nickel in 1.8 liters of methanol until the calculated amount of hydrogen was absorbed. The filtered reaction mixture was evaporated in vacuo, and the residue was distilled in vacuo.

Workup

  1. customwas absorbed
  2. customThe filtered reaction mixture
  3. customwas evaporated in vacuo
  4. distillationthe residue was distilled in vacuo

Sources & evidence

ORD record
ord-ff8c8899ad384fc487339258c97eb69f
Source dataset
uspto-grants-1983_09
Patent number
US04404230

Reaction notes

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