HCID 86734766, compound → HCID 86734765, compound

HRID 2398561Notes

Reaction equation

HRID 2398561 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([CH3:10])=[C:6]([N:11]2[C:19](=[O:20])[C:18]3[CH:17]=[CH:16][S:15][C:14]=3[C:12]2=[O:13])[CH:5]=1)([O-])=O.[H][H]>[Ni].C(OCC)(=O)C>[NH2:1][C:4]1[CH:9]=[CH:8][C:7]([CH3:10])=[C:6]([N:11]2[C:19](=[O:20])[C:18]3[CH:17]=[CH:16][S:15][C:14]=3[C:12]2=[O:13])[CH:5]=1

Participants

5

Reactant 2

HCID 86734766HCID 86734766, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 86734765HCID 86734765, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 8857Ethyl AcetateSolvent

Procedure

The mixture of 1.55 g of N-(4-nitro-o-tolyl)-thiophene-2,3-dicarboximide, 0.7 g of Raney nickel and 180 ml of ethyl acetate is hydrogenated at 2.7 atm. and room temperature until the hydrogen uptake ceases. It is filtered, evaporated and the residue recrystallized from ethyl acetate-diethyl ether to yield the N-(4-amino-o-tolyl)-thiophene-2,3-dicarboximide melting at 237°-240°.

Workup

  1. filtrationIt is filtered
  2. customevaporated
  3. customthe residue recrystallized from ethyl acetate-diethyl ether

Sources & evidence

ORD record
ord-484c2df375f34195b5d1b9004a90889c
Source dataset
uspto-grants-1977_05
Patent number
US04025505

Reaction notes

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