HCID 53852684, compound → HCID 54544471, compound

HRID 2412434Notes

Reaction equation

HRID 2412434 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:17]([S:18]([N:21]=[CH:22][N:23]([CH3:25])[CH3:24])(=[O:20])=[O:19])=[CH:16][C:11]([C:12]([O:14][CH3:15])=[O:13])=[CH:10][C:9]=2[N+:26]([O-])=O)=[CH:4][CH:3]=1.[H][H]>CN(C)C=O.[Ni]>[NH2:26][C:9]1[CH:10]=[C:11]([CH:16]=[C:17]([S:18]([N:21]=[CH:22][N:23]([CH3:25])[CH3:24])(=[O:20])=[O:19])[C:8]=1[C:5]1[CH:4]=[CH:3][C:2]([CH3:1])=[CH:7][CH:6]=1)[C:12]([O:14][CH3:15])=[O:13]

Participants

5

Reactant 2

HCID 53852684HCID 53852684, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 54544471HCID 54544471, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 6228DimethylformamideSolvent

Procedure

A solution of 28 g (0.07 mole) of methyl 4-(4-methylphenyl)-3-nitro-5-dimethylaminomethyleneaminosulfonyl-benzoate in 200 ml of dimethylformamide is hydrogenated with 3 g of Raney nickel at 50° and with hydrogen under a pressure of 50 atmospheres, for 10 hours in an autoclave. After filtering, the filtrate is introduced into ice-water and the precipitate is filtered off and recrystallized from dimethylformamide/MeOH.

Workup

  1. filtrationAfter filtering
  2. additionthe filtrate is introduced into ice-water
  3. filtrationthe precipitate is filtered off
  4. customrecrystallized from dimethylformamide/MeOH

Sources & evidence

ORD record
ord-928187a8df8c46f4b99a482d8d72352d
Source dataset
uspto-grants-1985_01
Patent number
US04492710

Reaction notes

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