Hydrochloric Acid → HCID 15278457, compound

HRID 2260101Notes

Reaction equation

HRID 2260101 reaction equation
C([O:4][C:5]1[CH:6]=[C:7]([N:12]2[C:17](=[O:18])[CH:16]=[C:15]([C:19]([F:22])([F:21])[F:20])[N:14]([CH3:23])[C:13]2=[O:24])[CH:8]=[CH:9][C:10]=1[Cl:11])C=C.Cl.C(N(CC)[C:29]1[CH:34]=CC=C[CH:30]=1)C>>[CH2:34]([C:6]1[C:5]([OH:4])=[C:10]([Cl:11])[CH:9]=[CH:8][C:7]=1[N:12]1[C:17](=[O:18])[CH:16]=[C:15]([C:19]([F:20])([F:22])[F:21])[N:14]([CH3:23])[C:13]1=[O:24])[CH:29]=[CH2:30]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 7061N,N-DiethylanilineHCID 18999461HCID 18999461, compound

Product 1

HCID 15278457HCID 15278457, compound

Conditions

Temperature
180 °C

Procedure

In 100 ml of N,N-diethylaniline, 8.0 g of 1-(3-allyloxy-4-chlorophenyl)-3-methyl-4-trifluoromethyl-1,2,3,6-tetrahydropyrimidine-2,6-dione was dissolved, and the solution was stirred at 180° C. for 3 hours. After completion of the reaction, the reaction mixture was cooled to room temperature and poured into diluted hydrochloric acid. The mixture was extracted with ethyl acetate. The organic layer was washed with water, dried and concentrated. The residue was purified by silica gel chromatography, which afforded 6.3 g of the desired compound.

Workup

  1. customAfter completion of the reaction
  2. temperaturethe reaction mixture was cooled to room temperature
  3. extractionThe mixture was extracted with ethyl acetate
  4. washThe organic layer was washed with water
  5. customdried
  6. concentrationconcentrated
  7. customThe residue was purified by silica gel chromatography, which

Sources & evidence

ORD record
ord-bab351ad2e9445feb307a1aac75d6f62
Source dataset
uspto-grants-1995_12
Patent number
US05476834

Reaction notes

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