Hydrochloric Acid → HCID 22163796, compound

HRID 1087840Notes

Reaction equation

HRID 1087840 reaction equation
[CH3:1][N:2]([CH3:23])[CH2:3][CH2:4][NH:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:19]=[CH:18][C:17]([N+:20]([O-])=O)=[CH:16][CH:15]=2)[CH2:10][CH2:9]1)=[O:7].[ClH:24]>[Pd].CO>[ClH:24].[NH2:20][C:17]1[CH:16]=[CH:15][C:14]([N:11]2[CH2:12][CH2:13][N:8]([C:6]([NH:5][CH2:4][CH2:3][N:2]([CH3:23])[CH3:1])=[O:7])[CH2:9][CH2:10]2)=[CH:19][CH:18]=1

Participants

5

Reactant 2

HCID 313Hydrochloric Acid2×HCID 14763483HCID 14763483, compound

Product 1

HCID 22163796HCID 22163796, compoundYield 20%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

This compound was prepared by the catalytic hydrogenation (palladium on carbon) of 8.0 g (0.02 mole) of N-[2-(dimethylamino)ethyl]-4-(4-nitrophenyl)-1-piperazinecarboxamide in 150 ml of methanol for 1 hour. The filtered mixture was concentrated under reduced pressure to give an oil as residue. The oil was converted to the hydrochloride in ethereal hydrogen chloride. The solid was recrystallized from methanol-water to give 2.0 g (20%) of the title compound as a white solid, m.p. 114°-116° C.

Workup

  1. concentrationThe filtered mixture was concentrated under reduced pressure
  2. customto give an oil as residue
  3. customThe solid was recrystallized from methanol-water

Sources & evidence

ORD record
ord-3d40e60340144d1b85aa00aec60bbf19
Source dataset
uspto-grants-1990_10
Patent number
US04960776

Reaction notes

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