Methane → HCID 136399310, compound

HRID 615320Notes

Reaction equation

HRID 615320 reaction equation
[CH3:1][C:2]1[NH:6][C:5]([C:7]2[CH:8]=[N:9][CH:10]=[CH:11][CH:12]=2)=[N:4][C:3]=1[C:13](=O)[CH3:14].C.Cl.[CH3:18][O:19][NH2:20].C([O-])(=O)C.[Na+]>O>[CH3:18][O:19][N:20]=[C:13]([C:3]1[N:4]=[C:5]([C:7]2[CH:8]=[N:9][CH:10]=[CH:11][CH:12]=2)[NH:6][C:2]=1[CH3:1])[CH3:14]

Participants

6

Reactant 4

HCID 297Methane2×HCID 517045Sodium AcetateHCID 521874O-Methylhydroxylamine hydrochlorideHCID 13387922HCID 13387922, compound

Product 1

HCID 136399310HCID 136399310, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Conditions

Temperature
5 °C

Procedure

A 4.0 g (0.002 mole) amount of 1-[5-methyl-2-(3-pyridinyl)-1H-imidazol-4-yl]ethanone was dissolved in 150 ml of boiling water. The solution was clarified by treatment with activated charcoal, then filtered. The filtrate was added to a mixture of 2.0 g (0.025 mole) of O-methylhydroxylamine hydrochloride, 2.0 g (0.025 mole) of sodium acetate and 10 ml of water. This mixture was stirred and heated on a steam bath for 16 hours. The hot solution was clarified with activated charcoal and filtered. A 150 ml volume of water was added to the filtrate which had developed a heavy precipitate. The mixture was stirred and heated to boiling and ethanol was added in small portions to effect solution. The hot solution was clarified with activated charcoal and filtered. The filtrate was cooled at 5° C. with formation of a precipitate. The solid was collected by filtration, washed with cold water and dried and gave 1.7 g of the desired product as a white solid, mp 203°-205° C.

Workup

  1. filtrationfiltered
  2. temperatureheated on a steam bath for 16 hours
  3. filtrationfiltered
  4. additionA 150 ml volume of water was added to the filtrate which
  5. stirringThe mixture was stirred
  6. temperatureheated
  7. additionethanol was added in small portions
  8. filtrationfiltered
  9. filtrationThe solid was collected by filtration
  10. washwashed with cold water
  11. customdried

Sources & evidence

ORD record
ord-ffadc624c11946d1a9e5cb4aa5c6ecc8
Source dataset
uspto-grants-1985_02
Patent number
US04499097

Reaction notes

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