Methanol → Anthranilamide

HRID 1768436Notes

Reaction equation

HRID 1768436 reaction equation
[N+:1]([C:4]1[CH:12]=[CH:11][CH:10]=[CH:9][C:5]=1[C:6]([NH2:8])=[O:7])([O-])=O.CO>C1COCC1.[Pd]>[NH2:1][C:4]1[CH:12]=[CH:11][CH:10]=[CH:9][C:5]=1[C:6]([NH2:8])=[O:7]

Participants

5

Reactant 2

HCID 887MethanolHCID 118762-Nitrobenzamide

Product 1

HCID 6942Anthranilamide

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

The appropriate 2-nitrobenzoic acid was initially reacted analogously to general methods 2 and 5 with the respective amine to give a 2-nitrobenzamide. Then 4 mmol of the 2-nitrobenzamide were hydrogenated in 50 ml of THF and 50 ml of methanol in the presence of a spatula tip of 10% palladium on carbon at RT under atmospheric pressure. The catalyst was filtered off with suction, the reaction mixture is concentrated, and the corresponding 2-aminobenzamide was obtained.

Workup

  1. customat RT
  2. filtrationThe catalyst was filtered off with suction
  3. concentrationthe reaction mixture is concentrated

Sources & evidence

ORD record
ord-0e504e9a2f2f407c94b5e70aed056b5e
Source dataset
uspto-grants-2007_06
Patent number
US07235690B2

Reaction notes

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