HCID 12877064, compound → HCID 12877067, compound

HRID 2286549Notes

Reaction equation

HRID 2286549 reaction equation
[CH2:1]([C:3]1[N:7]([C:8]2[CH:13]=[CH:12][C:11]([N+:14]([O-])=O)=[CH:10][CH:9]=2)[N:6]=[C:5]([S:17][CH3:18])[N:4]=1)[CH3:2].[H][H]>[Pd].CO>[CH2:1]([C:3]1[N:7]([C:8]2[CH:13]=[CH:12][C:11]([NH2:14])=[CH:10][CH:9]=2)[N:6]=[C:5]([S:17][CH3:18])[N:4]=1)[CH3:2]

Participants

5

Reactant 2

HCID 12877064HCID 12877064, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 12877067HCID 12877067, compoundYield 91%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of 41 parts of 5-ethyl-3-(methylthio)-1-(4-nitrophenyl)-1H-1,2,4-triazole and 80 parts of methanol is hydrogenated at normal pressure and at room temperature with 1 part of palladium-on-charcoal catalyst 10%. After the calculated amount of hydrogen is taken up, the catalyst is filtered off and the filtrate is evaporated. The residue is crystallized from 1,1'-oxybisbutane. The product is filtered off and dried, yielding 33 parts (91%) of 4-[5-ethyl-3-(methylthio)-1H-1,2,4-triazol-1-yl]benzenamine; mp. 131.7° C.

Workup

  1. filtrationthe catalyst is filtered off
  2. customthe filtrate is evaporated
  3. customThe residue is crystallized from 1,1'-oxybisbutane
  4. filtrationThe product is filtered off
  5. customdried

Sources & evidence

ORD record
ord-36a3b3d4f5d84792b6454b69c96ca1d5
Source dataset
uspto-grants-1981_05
Patent number
US04267179

Reaction notes

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