Dimethyl Sulfate → HCID 21478125, compound

HRID 274843Notes

Reaction equation

HRID 274843 reaction equation
[Cl:1][C:2]1[C:7]([O:8][CH3:9])=[CH:6][C:5]([Cl:10])=[CH:4][C:3]=1[CH2:11][N:12]1[C:17](=[O:18])[CH:16]=[C:15]([C:19]([F:22])([F:21])[F:20])[NH:14][C:13]1=[O:23].S(OC)(O[CH3:28])(=O)=O.C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[Cl:1][C:2]1[C:7]([O:8][CH3:9])=[CH:6][C:5]([Cl:10])=[CH:4][C:3]=1[CH2:11][N:12]1[C:17](=[O:18])[CH:16]=[C:15]([C:19]([F:20])([F:21])[F:22])[N:14]([CH3:28])[C:13]1=[O:23]

Participants

5

Reactant 3

HCID 6497Dimethyl SulfateHCID 11430Potassium CarbonateHCID 21478101HCID 21478101, compound

Product 1

HCID 21478125HCID 21478125, compoundYield 65.2%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

By the method of Example 1, Step H, 8.95 grams (0.024 mole) of 3-(2,5-dichloro-3-methoxyphenylmethyl)-6-trifluoromethyluracil, 5.03 grams (0.036 mole) of dimethyl sulfate, and 8.99 grams (0.048 mole) of potassium carbonate were reacted in 800 mL of acetone, yielding 6.0 grams of 3-(2,5-dichloro-3-methoxyphenylmethyl)- 1 -methyl-6-trifluoromethyluracil as a viscous, yellow oil, which became a glass upon cooling. This glass crystallized after standing for a period of time, m.p. 117°-123° C. The NMR spectrum was consistent with the proposed structure.

Sources & evidence

ORD record
ord-03fd511e301c4928890e6f7154533da8
Source dataset
uspto-grants-1995_02
Patent number
US05391541

Reaction notes

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