Hydrochloric Acid → HCID 15346140, compound

HRID 1106457Notes

Reaction equation

HRID 1106457 reaction equation
Cl.[Cl:2][C:3]1[CH:8]=[CH:7][C:6]([N:9]2[C:14](=[O:15])[CH:13]=[C:12]([C:16]([F:19])([F:18])[F:17])[N:11]([CH3:20])[C:10]2=[O:21])=[CH:5][C:4]=1[CH:22]=[N:23][O:24][CH2:25][CH3:26]>C(O)C>[Cl:2][C:3]1[CH:8]=[CH:7][C:6]([N:9]2[C:14](=[O:15])[CH:13]=[C:12]([C:16]([F:19])([F:17])[F:18])[N:11]([CH3:20])[C:10]2=[O:21])=[CH:5][C:4]=1[CH2:22][NH:23][O:24][CH2:25][CH3:26]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 53778854HCID 53778854, compound

Product 1

HCID 15346140HCID 15346140, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Borane-pyridine complex (3 ml) and 10-percent hydrochloric acid (30 ml) were added dropwise in succession at 0° C. to a solution of 3-(4-chloro-3-ethoxyiminomethylphenyl)-1-methyl-6-trifluoromethyl-1,2,3,4-tetrahydropyrimidine-2,4-dione (3.8 g) in 40 ml of ethanol. In the course of 16 hours, another 12 ml of boranepyridine complex were added. The solution was subsequently stirred for 4 hours at reflux temperature, whereupon the solvent was distilled off. The residue was taken up in 200 ml of dichloromethane. The organic phase was washed twice using 50 ml of water in each case, then dried over sodium sulfate, and finally concentrated. This gave the title compound as an oil.

Workup

  1. additionIn the course of 16 hours, another 12 ml of boranepyridine complex were added
  2. temperatureat reflux temperature
  3. distillationwhereupon the solvent was distilled off
  4. washThe organic phase was washed twice
  5. dry with materialdried over sodium sulfate
  6. concentrationfinally concentrated

Sources & evidence

ORD record
ord-e46f87abded74d1c8415a4e1c088bf02
Source dataset
uspto-grants-2000_05
Patent number
US06057269

Reaction notes

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