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HCID 10659336, compound → N-[3-(acetyl-methyl-amino)-5-amino-phenyl]-N-methyl-acetamide

HRID 378299
Notes
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Reaction equation

HRID 378299 reaction equation
[C:1]([N:4]([CH3:19])[C:5]1[CH:6]=[C:7]([N:14]([CH3:18])[C:15](=[O:17])[CH3:16])[CH:8]=[C:9]([N+:11]([O-])=O)[CH:10]=1)(=[O:3])[CH3:2].[H][H]>C(O)C.[Pd]>[C:1]([N:4]([CH3:19])[C:5]1[CH:6]=[C:7]([N:14]([CH3:18])[C:15](=[O:17])[CH3:16])[CH:8]=[C:9]([NH2:11])[CH:10]=1)(=[O:3])[CH3:2]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 2

HCID 10659336HCID 10659336, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 10776126N-[3-(acetyl-methyl-amino)-5-amino-phenyl]-N-methyl-acetamideYield 94.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

0.19 g (0.00072 mol) of N-[3-(acetyl-methyl-amino)-5-nitro-phenyl]-N-methyl-acetamide was dissolved in 15 ml of ethanol, treated with 0.019 g of Pd/C (10%) and hydrogenated with hydrogen gas at room temperature for 2 hours. The catalyst was filtered off, the solvent was distilled off and the residue was chromatographed on silica gel with ethyl acetate. There was obtained 0.16 g (94%) of N-[3-(acetyl-methyl-amino)-5-amino-phenyl]-N-methyl-acetamide as white crystals; m.p.: 179-181° C.

Workup

  1. filtrationThe catalyst was filtered off
  2. distillationthe solvent was distilled off
  3. customthe residue was chromatographed on silica gel with ethyl acetate

Sources & evidence

ORD record
ord-7d4e04624b5047ada455acf6c442562c
Source dataset
uspto-grants-2000_02
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06030976

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes