Ammonium Hydroxide → HCID 13225509, compound

HRID 464203Notes

Reaction equation

HRID 464203 reaction equation
[Cl:1][C:2]1[CH:24]=[CH:23][C:5]2[C:6]3[N:22]=[CH:21][N:20]=[CH:19][C:7]=3[CH2:8][N+:9]([O-])=[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.[OH-].[NH4+]>C(Cl)Cl>[Cl:1][C:2]1[CH:24]=[CH:23][C:5]2[C:6]3[N:22]=[CH:21][N:20]=[CH:19][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

Participants

5

Reactant 3

HCID 14923Ammonium HydroxideHCID 24387Phosphorus trichlorideHCID 13225510HCID 13225510, compound

Product 1

HCID 13225509HCID 13225509, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 0.5 g (1.5 mmol) of 9-chloro-7-(2-fluorophenyl)-5H-pyrimido[5,4-d][2]benzazepine-6-oxide, and 1.0 ml (10 mmol) of phosphorous trichloride in 20 ml of methylene chloride was heated at reflux for 2 hr. The mixture was poured over ice, basified with ammonium hydroxide and extracted with methylene chloride. The methylene chloride solution was dried over anhydrous sodium sulfate and concentrated at reduced pressure to dryness. The residue was crystallized from ether to give off-white crystals, mp 122°-124° C.

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 2 hr
  3. additionThe mixture was poured over ice
  4. extractionextracted with methylene chloride
  5. dry with materialThe methylene chloride solution was dried over anhydrous sodium sulfate
  6. concentrationconcentrated at reduced pressure to dryness
  7. customThe residue was crystallized from ether
  8. customto give off-white crystals, mp 122°-124° C.

Sources & evidence

ORD record
ord-de080f4389e54c3382a0aa0bbf52b169
Source dataset
uspto-grants-1985_10
Patent number
US04546183

Reaction notes

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