Acetic Anhydride → 9-Chloro-7-(2-chlorophenyl)-5H-pyrimido[5,4-d][2]benzazepin-5-ol acetate

HRID 1979582Notes

Reaction equation

HRID 1979582 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[Cl:17])[C:4]=2[CH:3]=1.[C:25]([O:28]C(=O)C)(=[O:27])[CH3:26]>>[C:25]([O:28][CH:8]1[C:7]2[CH:19]=[N:20][CH:21]=[N:22][C:6]=2[C:5]2[CH:23]=[CH:24][C:2]([Cl:1])=[CH:3][C:4]=2[C:10]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[Cl:17])=[N:9]1)(=[O:27])[CH3:26]

Participants

3

Reactant 2

HCID 7918Acetic AnhydrideHCID 132023249-Chloro-7-(2-chlorophenyl)-5H-pyrimido[5,4-d][2]benzazepine-6-oxide

Product 1

HCID 132023259-Chloro-7-(2-chlorophenyl)-5H-pyrimido[5,4-d][2]benzazepin-5-ol acetate

Procedure

A mixture of 3 g (8 mmole) of 9-chloro-7-(2-chlorophenyl)-5H-pyrimido[5,4-d][2]benzazepine-6-oxide and 50 ml of acetic anhydride was heated on the steam bath for 22 hrs. The reaction mixture was concentrated at reduced pressure to dryness and the residue was crystallized from a mixture of methylene chloride and ether to give a product of mp 211°-212° C. Recrystallization from a mixture of methylene chloride and ether gave the pure product as colorless prisms, mp 211°-212° C.

Workup

  1. temperaturewas heated on the steam bath for 22 hrs
  2. concentrationThe reaction mixture was concentrated at reduced pressure to dryness
  3. customthe residue was crystallized from a mixture of methylene chloride and ether
  4. customto give a product of mp 211°-212° C
  5. customRecrystallization
  6. additionfrom a mixture of methylene chloride and ether

Sources & evidence

ORD record
ord-0c785e30392a4586aa05cf81892960ae
Source dataset
uspto-grants-1984_11
Patent number
US04481142

Reaction notes

Loading…