Potassium Carbonate → HCID 20232061, compound

HRID 2290378Notes

Reaction equation

HRID 2290378 reaction equation
ON=[C:3]([CH3:19])[C:4](=[N:14][NH:15][C:16]([NH2:18])=[S:17])[C:5]1[CH:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[CH:7][CH:6]=1.[C:20](=O)([O-])[O-].[K+].[K+]>O>[CH3:19][C:3]1[N:18]=[C:16]([S:17][CH3:20])[N:15]=[N:14][C:4]=1[C:5]1[CH:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[CH:7][CH:6]=1

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 136332166HCID 136332166, compound

Product 1

HCID 20232061HCID 20232061, compoundYield 44.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 2-hydroxyimino-4'-nitropropiophenone thiosemicarbazone (15.8 g) and potassium carbonate (17.09 g) in water (145 ml) was refluxed for 30 minutes with stirring. After cooling, the mixture was filtered by suction and then methyl iodide (10.37 g) was added dropwise to the filtrate at room temperature with stirring. The resulting precipitates were collected by filtration, washed with water, and dried. The residue was purified by column chromatography on silica gel (100 g) with methylene chloride as an eluent to give yellow powder of 5-methyl-3-methylthio-6-(4-nitrophenyl)-1,2,4-triazine (6.49 g).

Workup

  1. temperaturewas refluxed for 30 minutes
  2. temperatureAfter cooling
  3. filtrationthe mixture was filtered by suction
  4. additionmethyl iodide (10.37 g) was added dropwise to the filtrate at room temperature
  5. stirringwith stirring
  6. customThe resulting precipitates
  7. filtrationwere collected by filtration
  8. washwashed with water
  9. customdried
  10. customThe residue was purified by column chromatography on silica gel (100 g) with methylene chloride as an eluent

Sources & evidence

ORD record
ord-801bae8b08ea416ba0dc2e5ada1a0b2c
Source dataset
uspto-grants-1986_10
Patent number
US04616014

Reaction notes

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