Trifluoroacetamidine → HCID 18184214, compound

HRID 1358345Notes

Reaction equation

HRID 1358345 reaction equation
C[O-].[Na+].CO[C:6](=[O:21])[CH:7]([O:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[O:19][CH3:20])[C:8]([O:10]C)=O.[F:22][C:23]([F:28])([F:27])[C:24]([NH2:26])=[NH:25]>CO>[CH3:20][O:19][C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=1[O:12][CH:7]1[C:6](=[O:21])[NH:26][C:24]([C:23]([F:28])([F:27])[F:22])=[N:25][C:8]1=[O:10]

Participants

5

Reactant 3

HCID 2776882TrifluoroacetamidineHCID 10942334Sodium MethoxideHCID 12967085Dimethyl 2-(2-methoxyphenoxy)malonate

Product 1

HCID 18184214HCID 18184214, compoundYield 69.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a stirred solution of 22.9 g sodium methylate in 250 ml methanol was added 37.5 g dimethyl-2-(o-methoxyphenoxy)malonate in portions within 15 min. Stirring was continued for 30 min. Then 15.8 g trifluoro-acetamidine was added followed by stirring for 20 h at room temperature. Work up was done according to the procedure described in Example 1d) to give 29.77 g 5-(o-methoxyphenoxy)-2-trifluoromethyl-pyrimidine-4,6-dione (or its tautomeric form). LC-MS: tR=3.41 min, [M+1]+=303.32.

Workup

  1. stirringby stirring for 20 h at room temperature

Sources & evidence

ORD record
ord-8be93542de6d429c9645d8c670a4fddc
Source dataset
uspto-grants-2003_07
Patent number
US06596719B1

Reaction notes

Loading…