Phosphorus pentachloride → HCID 21446957, compound

HRID 597186Notes

Reaction equation

HRID 597186 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]2[NH:8][C:9]3[C:15](=O)[N:14]([CH2:17][C:18]4[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=4)[C:13]4[CH:24]=[CH:25][CH:26]=[CH:27][C:12]=4[O:11][C:10]=3[C:5]2=[CH:4][CH:3]=1.P(Cl)(Cl)(Cl)(Cl)Cl>C1C=CC=CC=1>[CH2:17]([N:14]1[C:13]2[CH:24]=[CH:25][CH:26]=[CH:27][C:12]=2[O:11][C:10]2=[C:5]3[C:6](=[N:8][C:9]2=[C:15]1[N:8]([CH2:9][CH3:10])[CH2:6][CH3:5])[CH:7]=[C:2]([Cl:1])[CH:3]=[CH:4]3)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

Participants

4

Reactant 2

HCID 24819Phosphorus pentachlorideHCID 20381754HCID 20381754, compound

Product 1

HCID 21446957HCID 21446957, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A mixture of 7.48g of 3-chloro-7-benzyl-7H-indolo[3,2-b][1,5]benzoxazepine-6(5H)-one and 5.25g of phosphorous pentachloride in 200ml of benzene was stirred at reflux for 41/2 hours. A yellow solid precipitated. To this suspension was added at reflux with stirring, 14.6g of diethylamine. The reaction was stirred at reflux for another 2 hours, cooled, diluted with an equal volume of ether, washed twice with H2O, dried and concentrated to an orange oil. The oil crystallized on rubbing with ethanol. Recrystallization for ethanol gave analytical material, mp. 132°-4°.

Workup

  1. temperatureat reflux for 41/2 hours
  2. customA yellow solid precipitated
  3. additionTo this suspension was added
  4. temperatureat reflux
  5. stirringwith stirring
  6. stirringThe reaction was stirred
  7. temperatureat reflux for another 2 hours
  8. temperaturecooled
  9. additiondiluted with an equal volume of ether
  10. washwashed twice with H2O
  11. customdried
  12. concentrationconcentrated to an orange oil
  13. customThe oil crystallized
  14. customRecrystallization for ethanol
  15. customgave analytical material, mp. 132°-4°

Sources & evidence

ORD record
ord-97b34cff66ff41d3aac6471bb7c3d403
Source dataset
uspto-grants-1977_03
Patent number
US04013660

Reaction notes

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