Phosphorus oxychloride → HCID 13225515, compound

HRID 464522Notes

Reaction equation

HRID 464522 reaction equation
[Cl:1][C:2]1[CH:24]=[CH:23][C:5]2[C:6]3[N:21]=[C:20](O)[N:19]=[CH:18][C:7]=3[CH2:8][N:9]=[C:10]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=3[F:17])[C:4]=2[CH:3]=1.P(Cl)(Cl)([Cl:27])=O>>[Cl:27][C:20]1[N:19]=[CH:18][C:7]2[CH2:8][N:9]=[C:10]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=3[F:17])[C:4]3[CH:3]=[C:2]([Cl:1])[CH:24]=[CH:23][C:5]=3[C:6]=2[N:21]=1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 178517549HCID 178517549, compound

Product 1

HCID 13225515HCID 13225515, compound

Procedure

A solution of 1.0 g (0.00294 mol) of 9-chloro-7-(2-fluorophenyl)-5H-pyrimido[5,4-d][2]benzazepin-2-ol in 5 ml of phosphorous oxychloride was heated on the steam bath for 4 hr, and evaporated to dryness. The solid was crystallized from dichloromethane/ether, and the precipitate was partitioned between 50 ml of dichloromethane and 40 ml of saturated solution of sodium bicarbonate. The organic layer was dried, evaporated and crystallized from ether. Recrystallization from dichloromethane/ether gave the end product as off-white prisms, mp 157°-160°.

Workup

  1. customevaporated to dryness
  2. customThe solid was crystallized from dichloromethane/ether
  3. customthe precipitate was partitioned between 50 ml of dichloromethane and 40 ml of saturated solution of sodium bicarbonate
  4. customThe organic layer was dried
  5. customevaporated
  6. customcrystallized from ether
  7. customRecrystallization from dichloromethane/ether

Sources & evidence

ORD record
ord-da8ff0db58654db98f70ea73f8604deb
Source dataset
uspto-grants-1985_10
Patent number
US04547581

Reaction notes

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