Triethylamine → HCID 21327522, compound

HRID 614915Notes

Reaction equation

HRID 614915 reaction equation
[CH2:1]([N:7]([C:14]1[CH:27]=[CH:26][C:25]([N+:28]([O-:30])=[O:29])=[CH:24][C:15]=1[C:16]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)=O)[C:8](=[O:13])C(Cl)(Cl)Cl)[CH:2]1[O:6][CH2:5][CH2:4][CH2:3]1.C([O-])(=O)C.[NH4+].C([N:38](CC)CC)C>C(O)(C)(C)C>[CH2:1]([N:7]1[C:14]2[C:15](=[CH:24][C:25]([N+:28]([O-:30])=[O:29])=[CH:26][CH:27]=2)[C:16]([C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=2)=[N:38][C:8]1=[O:13])[CH:2]1[O:6][CH2:5][CH2:4][CH2:3]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 517165Ammonium AcetateHCID 21327532HCID 21327532, compound

Product 1

HCID 21327522HCID 21327522, compound

Reagents, catalysts & solvents 1

HCID 6386tert-ButanolSolvent

Procedure

A mixture of 2.36 g of 2-(N-tetrahydrofurfuryltrichloroacetamido)-5-nitrobenzophenone, 2.4 g of ammonium acetate, 0.5 g of triethylamine and 30 ml of tertiary butanol was stirred under reflux for 10 hours. Then the solvent was removed and water was added to the residue. The resulting mixture was extracted with chloroform and the extract was washed successively with dilute ammonia water and water, and dried over anhydrous sodium sulfate. The solvent was removed under reduced pressure. The residue was washed with ether and the insoluble product was collected by filtration and dried to give 1-tetrahydrofurfuryl-4-phenyl-6-nitro-2(1H)-quinazolinone, m.p. 150°-152° C.

Workup

  1. temperatureunder reflux for 10 hours
  2. customThen the solvent was removed
  3. additionwater was added to the residue
  4. extractionThe resulting mixture was extracted with chloroform
  5. washthe extract was washed successively with dilute ammonia water and water
  6. dry with materialdried over anhydrous sodium sulfate
  7. customThe solvent was removed under reduced pressure
  8. washThe residue was washed with ether
  9. filtrationthe insoluble product was collected by filtration
  10. customdried

Sources & evidence

ORD record
ord-1a9401f08d1146ac8e4480bbdee984ee
Source dataset
uspto-grants-1979_03
Patent number
US04146717

Reaction notes

Loading…