Methyl iodide → HCID 22921536, compound

HRID 2258623Notes

Reaction equation

HRID 2258623 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([N:10]2[C:15](=[O:16])[CH:14]=[C:13]([C:17]([F:20])([F:19])[F:18])[NH:12][C:11]2=[O:21])=[CH:6][CH:5]=1)([O-:3])=[O:2].CI.[C:24](=O)([O-])[O-].[K+].[K+]>O>[CH3:24][N:12]1[C:13]([C:17]([F:20])([F:19])[F:18])=[CH:14][C:15](=[O:16])[N:10]([C:7]2[CH:8]=[CH:9][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][CH:6]=2)[C:11]1=[O:21]

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 22921584HCID 22921584, compound

Product 1

HCID 22921536HCID 22921536, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To the stirred reaction mixture containing the crude 3-(4-nitrophenyl)-6-trifluoromethyluracil (14.5 grams--0.048 mole) from the preceding step was added 13.6 grams (0.096 mole) of methyl iodide and 3.3 grams (0.096 mole) of potassium carbonate. Upon completion of the addition, the reaction mixture was stirred at ambient temperature for about five hours, after which the reaction mixture was poured into water, and the resultant solid was collected by filtration. The solid was washed with petroleum ether and dried, yielding 13.0 grams of 1-methyl-3-(4-nitrophenyl)-6-trifluoromethyluracil. The NMR spectrum was consistent with the proposed structure.

Workup

  1. customTo the stirred reaction mixture
  2. additionUpon completion of the addition
  3. filtrationthe resultant solid was collected by filtration
  4. washThe solid was washed with petroleum ether
  5. customdried

Sources & evidence

ORD record
ord-8a27b57bb6ac467895d53830c4e664af
Source dataset
uspto-grants-1997_08
Patent number
US05661108

Reaction notes

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