HCID 12877063, compound → HCID 12877066, compound

HRID 2286548Notes

Reaction equation

HRID 2286548 reaction equation
[CH3:1][C:2]1[N:6]([C:7]2[CH:12]=[CH:11][C:10]([N+:13]([O-])=O)=[CH:9][CH:8]=2)[N:5]=[C:4]([S:16][CH3:17])[N:3]=1.[H][H]>[Pt].CO>[CH3:1][C:2]1[N:6]([C:7]2[CH:8]=[CH:9][C:10]([NH2:13])=[CH:11][CH:12]=2)[N:5]=[C:4]([S:16][CH3:17])[N:3]=1

Participants

5

Reactant 2

HCID 12877063HCID 12877063, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 12877066HCID 12877066, compoundYield 68%

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 887MethanolSolvent

Procedure

A mixture of 2.5 parts of 5-methyl-3-(methylthio)-1-(4-nitrophenyl)-1H-1,2,4-triazole and 120 parts of methanol is hydrogenated at normal pressure and at room temperature with 2 parts of platinum-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 a mixture of 4-methyl-2-pentanone and petroleumether. The product is filtered off and dried, yielding 1.5 parts (68%) 4-[5-methyl-3-(methylthio)-1H-1,2,4-triazol-1-yl]benzenamine; mp. 130°-136° C.

Workup

  1. filtrationthe catalyst is filtered off
  2. customthe filtrate is evaporated
  3. customThe residue is crystallized from a mixture of 4-methyl-2-pentanone and petroleumether
  4. filtrationThe product is filtered off
  5. customdried

Sources & evidence

ORD record
ord-14279595eb944eb88b1dbf2ed3f7a4d4
Source dataset
uspto-grants-1981_05
Patent number
US04267179

Reaction notes

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