Phosphorus oxychloride → HCID 13225515, compound

HRID 464178Notes

Reaction equation

HRID 464178 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-8bf511973ee448229d1a1b6ed34d7ab3
Source dataset
uspto-grants-1985_10
Patent number
US04546183

Reaction notes

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