HCID 54437636, compound → 2-(alpha-Cyano-4-aminobenzylidene)-1-methylpyrrolidine

HRID 1278076Notes

Reaction equation

HRID 1278076 reaction equation
[C:1]([C:3](=[C:13]1[CH2:17][CH2:16][CH2:15][N:14]1[CH3:18])[C:4]1[CH:9]=[CH:8][C:7]([N+:10]([O-])=O)=[CH:6][CH:5]=1)#[N:2]>C(O)C.[Pt].[H][H]>[C:1]([C:3](=[C:13]1[CH2:17][CH2:16][CH2:15][N:14]1[CH3:18])[C:4]1[CH:5]=[CH:6][C:7]([NH2:10])=[CH:8][CH:9]=1)#[N:2]

Participants

4

Reactant 1

HCID 54437636HCID 54437636, compound

Product 1

HCID 536441372-(alpha-Cyano-4-aminobenzylidene)-1-methylpyrrolidineYield 62.7%

Reagents, catalysts & solvents 2

HCID 178506450HCID 178506450, compoundCatalystHCID 702EthanolSolvent

Procedure

Dissolve 10 g of 2-(α-cyano-4-nitrobenzylidene)-1-methylpyrrolidine in ethanol and then reduce it with platinum/hydrogen. After completion of hydrogen uptake, filter the catalyst from the hydrogenated product, distil off the solvent and recrystallize the residue from 50 ml of ethanol to obtain 5.5 g of the title compound as light-brown crystals of m.p. 116° to 118°.

Workup

  1. filtrationAfter completion of hydrogen uptake, filter the catalyst from the hydrogenated product
  2. customdistil off the solvent
  3. customrecrystallize the residue from 50 ml of ethanol

Sources & evidence

ORD record
ord-786f24fc0cf540cf8ca0fc790dc9bf58
Source dataset
uspto-grants-1981_07
Patent number
US04279918

Reaction notes

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