Methane → HCID 20232109, compound

HRID 2290381Notes

Reaction equation

HRID 2290381 reaction equation
ON=[C:3]([CH3:17])[C:4](=[N:12][NH:13][C:14]([NH2:16])=[S:15])[C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([CH3:11])[CH:6]=1.C(=O)([O-])[O-].[K+].[K+].C>O.CO>[CH3:17][C:3]1[C:4]([C:5]2[CH:6]=[C:7]([CH3:11])[CH:8]=[CH:9][CH:10]=2)=[N:12][NH:13][C:14](=[S:15])[N:16]=1

Participants

6

Reactant 3

HCID 297MethaneHCID 11430Potassium CarbonateHCID 136332167HCID 136332167, compound

Product 1

HCID 20232109HCID 20232109, compoundYield 115.2%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

A mixture of 2-hydroxyimino-3'-methylpropiophenone thiosemicarbazone (5 g) and potassium carbonate (6.1 g) in water (44 ml) was refluxed for 4 hours under nitrogen atmosphere. The reaction mixture was treated with activated charcoal and filtered by suction. The filtrate was acidified with diluted hydrochloric acid, and the resultant precipitates were collected by filtration, washed with water and dried. The above obtained crude product was dissolved in methanol (150 ml), and the solution was filtered by suction. The filtrate was concentrated under reduced pressure, and the residue was crystallized from diisopropyl ether, collected by filtration, washed with a mixture of methanol and diisopropyl ether, and dried to give 5-methyl-6-(m-tolyl)-1,2,4-triazine-3(2H)-thione (5 g).

Workup

  1. temperaturewas refluxed for 4 hours under nitrogen atmosphere
  2. filtrationfiltered by suction
  3. customthe resultant precipitates
  4. filtrationwere collected by filtration
  5. washwashed with water
  6. customdried
  7. customThe above obtained crude product
  8. filtrationthe solution was filtered by suction
  9. concentrationThe filtrate was concentrated under reduced pressure
  10. customthe residue was crystallized from diisopropyl ether
  11. filtrationcollected by filtration
  12. washwashed with a mixture of methanol and diisopropyl ether
  13. customdried

Sources & evidence

ORD record
ord-6c409ced795d4e0fa38e00633ee958a5
Source dataset
uspto-grants-1986_10
Patent number
US04616014

Reaction notes

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