HCID 13170941, compound → Ethyl 3,4-Diaminobenzoate

HRID 276034

Reaction equation

HRID 276034 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([CH:10]=[CH:11][C:12]=1[N+:13]([O-])=O)[C:5]([O:7][CH2:8][CH3:9])=[O:6].[H][H]>[Pd].CO>[NH2:1][C:2]1[CH:3]=[C:4]([CH:10]=[CH:11][C:12]=1[NH2:13])[C:5]([O:7][CH2:8][CH3:9])=[O:6]

Participants

5

Reactant 2

HCID 13170941HCID 13170941, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 458855Ethyl 3,4-Diaminobenzoate

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Five-percent palladium on carbon (0.50 g) was added to a solution of 4.00 g of ethyl 3-amino-4-nitro-benzoate in 100 ml of methanol, and the mixture was stirred in a hydrogen atmosphere at 50° C. for 16 hours. The solid material was separated through filtration, and the filtrate was concentrated to obtain ethyl 3,4-diaminobenzoate. Twenty milliliters of trifluoroacetic acid were added thereto, and the mixture was stirred at 60° C. for 2 hours. The reaction solution was concentrated, and chloroform was added thereto. The crystals precipitated were separated through filtration, and were dried to give 4.46 g of 5-ethoxycarbonyl-2-trifluoromethylbenzimidazole (157).

Workup

  1. customThe solid material was separated through filtration
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-3b70af235d6e45108c9bacfe47394cb0
Source dataset
uspto-grants-2002_03
Patent number
US06352985B1

Linked notes

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