Benzene → HCID 13189077, compound

HRID 1395148Notes

Reaction equation

HRID 1395148 reaction equation
[F:1][C:2]([F:20])([F:19])[CH2:3][NH:4][C:5]1[CH:18]=[CH:17][CH:16]=[CH:15][C:6]=1[C:7](=[NH:14])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.[C:21](Cl)(=O)[O:22]CC.C1C=CC=CC=1>C(N(CC)CC)C>[F:1][C:2]([F:19])([F:20])[CH2:3][N:4]1[C:5]2[C:6](=[CH:15][CH:16]=[CH:17][CH:18]=2)[C:7]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[N:14][C:21]1=[O:22]

Participants

5

Reactant 3

HCID 241BenzeneHCID 10928Ethyl chloroformateHCID 20340648HCID 20340648, compound

Product 1

HCID 13189077HCID 13189077, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

To a mixture of 2.8 g of 2-(2,2,2-trifluoroethylamino)-benzophenonimine, 2 ml. of ethyl chlorocarbonate and 20 ml. of benzene was added dropwise 2.0 g of triethylamine, and the mixture was heated under reflux for 3 hours. After cooling, the reaction mixture was washed with water and dried over anhydrous sodium sulfate. Then, the solvent was removed under reduced pressure. The residue was absorbed on a silica gel column, eluted with chloroform to obtain 1-(2,2,2-trifluoroethyl)-4-phenyl-2(1H)-quinazolinone, which was recrystallized from ethanol to give colorless crystals, m.p. 181.5°-182.0° C.

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 3 hours
  3. temperatureAfter cooling
  4. washthe reaction mixture was washed with water
  5. dry with materialdried over anhydrous sodium sulfate
  6. customThen, the solvent was removed under reduced pressure
  7. customThe residue was absorbed on a silica gel column
  8. washeluted with chloroform

Sources & evidence

ORD record
ord-84d1ce8c9a754c30a8f21dbd999356a5
Source dataset
uspto-grants-1980_05
Patent number
US04202895

Reaction notes

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