Hexane → HCID 19832703, compound

HRID 2051095Notes

Reaction equation

HRID 2051095 reaction equation
C[O-].[Na+].[CH3:4][O:5][N:6]([CH3:29])[C:7](=[O:28])[C:8]1[CH:13]=[C:12]([N:14]2[C:19](=[O:20])[CH:18]=[C:17]([C:21]([F:24])([F:23])[F:22])[N:16]=[C:15]2Cl)[C:11]([F:26])=[CH:10][C:9]=1[Cl:27].[C:30](OCC)(=[O:32])C.CCCCCC>CO>[CH3:4][O:5][N:6]([CH3:29])[C:7](=[O:28])[C:8]1[CH:13]=[C:12]([N:14]2[C:19](=[O:20])[CH:18]=[C:17]([C:21]([F:24])([F:23])[F:22])[N:16]=[C:15]2[O:32][CH3:30])[C:11]([F:26])=[CH:10][C:9]=1[Cl:27]

Participants

6

Reactant 4

HCID 8058HexaneHCID 8857Ethyl AcetateHCID 10942334Sodium MethoxideHCID 19832701HCID 19832701, compound

Product 1

HCID 19832703HCID 19832703, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

A solution of 0.54 g of sodium methylate in 5 ml of methanol is added dropwise to a suspension of 4.14 g of N-methoxy-N-methyl-2-chloro-5-[2-chloro-4-oxo-6-trifluoromethyl-3(4H)-pyrimidinyl]-4-fluorobenzamide in 25 ml of methanol and the reaction mixture is stirred for 10 minutes. The mixture is then treated with 30 ml of ethyl acetate as well as 50 ml of n-hexane, filtered and the filtrate is evaporated. The resulting colourless, viscous crude product crystallizes from diethyl ether/n-hexane. There is obtained N-methoxy-N-methyl-2-chloro-4-fluoro-5-[2-methoxy-4-oxo-6-trifluoromethyl-3(4H)-pyrimidinyl]-benzamide, m.p. 119° C.

Workup

  1. filtrationfiltered
  2. customthe filtrate is evaporated
  3. customThe resulting colourless, viscous crude product crystallizes from diethyl ether/n-hexane

Sources & evidence

ORD record
ord-c90bf4e6dd714585a0b74bf0ea207731
Source dataset
uspto-grants-1991_05
Patent number
US05017211

Reaction notes

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