Ammonia → HCID 23345123, compound

HRID 1856557Notes

Reaction equation

HRID 1856557 reaction equation
[CH3:1][CH:2]([N:4]([CH:17]1[CH2:22][CH2:21][N:20]([CH2:23][CH2:24][C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[CH2:19][CH2:18]1)[C:5]([NH:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[N+:14]([O-])=O)=[S:6])[CH3:3].N.[H][H]>[Pd].[Pt].CO>[NH2:14][C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=1[NH:7][C:5]([N:4]([CH:2]([CH3:3])[CH3:1])[CH:17]1[CH2:22][CH2:21][N:20]([CH2:23][CH2:24][C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[CH2:19][CH2:18]1)=[S:6]

Participants

7

Reactant 3

HCID 222AmmoniaHCID 23345204HCID 23345204, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 23345123HCID 23345123, compoundYield 100%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 23939PlatinumCatalystHCID 887MethanolSolvent

Procedure

A mixture of 43 parts of N-(1-methylethyl)-N'-(2-nitrophenyl)-N-[1-(2-phenylethyl)-4-piperidinyl]thiourea and 800 parts of methanol, saturated with ammonia is hydrogenated at normal pressure and at room temperature with 6 parts of palladium-on-charcoal catalyst 10% and 6 parts of platinum-on-charcoal catalyst 5%. After the calculated amount of hydrogen is taken up, the catalysts are filtered off over Hyflo and the filtrate is evaporated, yielding 39 parts (100%) of N-(2-aminophenyl)-N'-(1-methylethyl)-N'-[1-(2-phenylethyl)-4-piperidinyl]thiourea as a residue.

Workup

  1. filtrationthe catalysts are filtered off over Hyflo
  2. customthe filtrate is evaporated

Sources & evidence

ORD record
ord-3478c822f3374559b3835a07e26abffa
Source dataset
uspto-grants-1980_08
Patent number
US04219559

Reaction notes

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