HCID 19775566, compound → 2-Methyl-4-propyl-5-(4-aminobenzyl)thiazole

HRID 1613236Notes

Reaction equation

HRID 1613236 reaction equation
[CH3:1][C:2]1[S:3][C:4]([CH2:10][C:11]2[CH:16]=[CH:15][C:14]([N+:17]([O-])=O)=[CH:13][CH:12]=2)=[C:5]([CH2:7][CH2:8][CH3:9])[N:6]=1>CO.[Ni]>[CH3:1][C:2]1[S:3][C:4]([CH2:10][C:11]2[CH:12]=[CH:13][C:14]([NH2:17])=[CH:15][CH:16]=2)=[C:5]([CH2:7][CH2:8][CH3:9])[N:6]=1

Participants

4

Reactant 1

HCID 19775566HCID 19775566, compound

Product 1

HCID 197755622-Methyl-4-propyl-5-(4-aminobenzyl)thiazoleYield 69.3%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

5.5 g of 2-methyl-4-propyl-5-(4-nitrobenzyl)thiazole in 60 ml of methanol are hydrogenated at normal pressure and room temperature in the presence of Raney nickel. After filtration of the catalyst and concentration of the filtrate, the residue is taken up with isopropyl ether, filtered off and then taken up in ethanol, passed over animal charcoal and concentrated to give 3.4 g of 2-methyl-4-propyl-5-(4-aminobenzyl)thiazole in the form of a greenish solid, which is used as such for the next step.

Workup

  1. filtrationAfter filtration of the catalyst and concentration of the filtrate
  2. filtrationfiltered off
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-314b37d632334f10abeea5f84127cb1a
Source dataset
uspto-grants-1993_03
Patent number
US05192781

Reaction notes

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