Acetic Acid → HCID 23092679, compound

HRID 2235357Notes

Reaction equation

HRID 2235357 reaction equation
[CH:1]([CH:4]1[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([N+:13]([O-])=O)[CH:11]=2)[N:6]([CH3:16])[C:5]1=[O:17])([CH3:3])[CH3:2].[C:18](O)(=[O:20])[CH3:19]>[Ni]>[CH:1]([CH:4]1[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([NH:13][C:18](=[O:20])[CH3:19])[CH:11]=2)[N:6]([CH3:16])[C:5]1=[O:17])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 176Acetic AcidHCID 67426429HCID 67426429, compound

Product 1

HCID 23092679HCID 23092679, compound

Reagents, catalysts & solvents 1

HCID 935NickelCatalyst

Procedure

(rac)-3-Isopropyl-1-methyl-5-nitro-1,3-dihydro-indol-2-one (3.40 g) is dissolved in acetic acid (30 ml) and subjected to a catalytic hydrogenation with Raney-nickel (0.5 g) at 3 bar. After completion of the hydrogenation the mixture is filtered and evaporated. The residue is treated with acetic anhydride (10 ml) for 2 h at RT. The mixture is concentrated in vacuo to give the crude acetamide.

Workup

  1. filtrationAfter completion of the hydrogenation the mixture is filtered
  2. customevaporated
  3. additionThe residue is treated with acetic anhydride (10 ml) for 2 h at RT
  4. concentrationThe mixture is concentrated in vacuo

Sources & evidence

ORD record
ord-46c46a6e34044e60a744f407b20002b8
Source dataset
uspto-grants-2010_05
Patent number
US07714010B2

Reaction notes

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