Ammonium Hydroxide → HCID 178517549, compound

HRID 464177Notes

Reaction equation

HRID 464177 reaction equation
[Cl:1][C:2]1[CH:24]=[CH:23][C:5]2[C:6]3[N:21]=[C:20](N)[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.[OH-:25].[NH4+]>S(=O)(=O)(O)O.O>[Cl:1][C:2]1[CH:24]=[CH:23][C:5]2[C:6]3[N:21]=[C:20]([OH:25])[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

Participants

5

Reactant 2

HCID 14923Ammonium HydroxideHCID 9862708HCID 9862708, compound

Product 1

HCID 178517549HCID 178517549, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 1118Sulfuric AcidSolvent

Procedure

A solution of 1.2 g (0.00354 mol) of 9-chloro-7-(2-fluorophenyl)-2-amino-5H-pyrimido[5,4-d][2]benzazepine in 20 ml of concentrated sulfuric acid and 20 ml of water was refluxed for 12 hr, and then cooled. After the addition of ice, the reaction mixture was basified with ammonium hydroxide and extracted with 100 ml of dichloromethane. The solids were collected by filtration and recrystallized from dichloromethane/methanol to give the end product as white prisms, mp 279°-299° dec. The dichloromethane extract was dried, evaporated and the residue crystallized from dichloromethane/methanol to give additional product.

Workup

  1. temperaturecooled
  2. additionAfter the addition of ice
  3. extractionextracted with 100 ml of dichloromethane
  4. filtrationThe solids were collected by filtration
  5. customrecrystallized from dichloromethane/methanol

Sources & evidence

ORD record
ord-dcc81949108c4f76966eb89cfb2ccd50
Source dataset
uspto-grants-1985_10
Patent number
US04546183

Reaction notes

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