HCID 14054010, compound → N-(2-Aminophenyl)-4-(2-methylpropanamido)benzamide

HRID 846813Notes

Reaction equation

HRID 846813 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[NH:10][C:11](=[O:24])[C:12]1[CH:17]=[CH:16][C:15]([NH:18][C:19](=[O:23])[CH:20]([CH3:22])[CH3:21])=[CH:14][CH:13]=1)([O-])=O>O1CCCC1.[Pd]>[C:19]([NH:18][C:15]1[CH:16]=[CH:17][C:12]([C:11]([NH:10][C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[NH2:1])=[O:24])=[CH:13][CH:14]=1)(=[O:23])[CH:20]([CH3:22])[CH3:21]

Participants

4

Reactant 1

HCID 14054010HCID 14054010, compound

Product 1

HCID 13961300N-(2-Aminophenyl)-4-(2-methylpropanamido)benzamide

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

13.1 g (40 mMole) N-(2'-nitrophenyl)-4-isobutyrylaminobenzamide are hydrogenated under standard conditions in 400 mL tetrahydrofuran in the presence of 10% palladium charcoal. After concentrating the solvent to 120 mL, the precipitated crystals are filtered off with suction. Yield 10.2 g (86% of theory); m.p. 247.6° C.

Workup

  1. concentrationAfter concentrating the solvent to 120 mL
  2. filtrationthe precipitated crystals are filtered off with suction

Sources & evidence

ORD record
ord-91f942fbdb7b460cae859dad52e3de2f
Source dataset
uspto-grants-1992_08
Patent number
US05137918

Reaction notes

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