HCID 13606557, compound → HCID 13606572, compound

HRID 977971Notes

Reaction equation

HRID 977971 reaction equation
[N+:1]([C:4]1[CH:23]=[CH:22][C:7]([CH2:8][N:9]2[CH2:14][CH2:13][C:12](=[O:15])[C:11](=[C:16]3[S:20][CH:19]=[CH:18][S:17]3)[C:10]2=[O:21])=[CH:6][CH:5]=1)([O-])=O>C(O)C.[Pd]>[NH2:1][C:4]1[CH:23]=[CH:22][C:7]([CH2:8][N:9]2[CH2:14][CH2:13][C:12](=[O:15])[C:11](=[C:16]3[S:17][CH:18]=[CH:19][S:20]3)[C:10]2=[O:21])=[CH:6][CH:5]=1

Participants

4

Reactant 1

HCID 13606557HCID 13606557, compound

Product 1

HCID 13606572HCID 13606572, compoundYield 100.7%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

1-(p-Nitrobenzyl)-3-(1,3-dithiol-2-ylidene)-2,4-dioxopiperidine (100 mg) is dissolved in ethanol (20 ml), and thereto is added 10% Pd/C (100 mg). The mixture is subjected to catalytic reduction under atmospheric pressure. The mixture is filtered to remove the catalyst. The filtrate is distilled to remove the solvent to give 1-(p-aminobenzyl)-3-(1,3-dithiol-2-ylidene)-2,4-dioxopiperidine (92 mg, quantitative) as crystals.

Workup

  1. filtrationThe mixture is filtered
  2. customto remove the catalyst
  3. distillationThe filtrate is distilled
  4. customto remove the solvent

Sources & evidence

ORD record
ord-412cba2ba2864dbbba5cbc50d7f44244
Source dataset
uspto-grants-1987_05
Patent number
US04663319

Reaction notes

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