Acetic Anhydride → 5-(Acetyloxy)-9-chloro-3-methyl-7-phenyl-5H-pyrimido[4,5-d][2]benzazepin-1(2H)-one

HRID 464589Notes

Reaction equation

HRID 464589 reaction equation
[Cl:1][C:2]1[CH:25]=[CH:24][C:5]2[C:6]3[C:21](=[O:22])[NH:20][C:19]([CH3:23])=[N:18][C:7]=3[CH2:8][N+:9]([O-])=[C:10]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)[C:4]=2[CH:3]=1.[C:26]([O:29]C(=O)C)(=[O:28])[CH3:27]>>[C:26]([O:29][CH:8]1[C:7]2[N:18]=[C:19]([CH3:23])[NH:20][C:21](=[O:22])[C:6]=2[C:5]2[CH:24]=[CH:25][C:2]([Cl:1])=[CH:3][C:4]=2[C:10]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[N:9]1)(=[O:28])[CH3:27]

Participants

3

Reactant 2

HCID 7918Acetic AnhydrideHCID 178432296HCID 178432296, compound

Product 1

HCID 1357590635-(Acetyloxy)-9-chloro-3-methyl-7-phenyl-5H-pyrimido[4,5-d][2]benzazepin-1(2H)-one

Procedure

A mixture of 0.5 g (1.4 mmol) of 9-chloro-3-methyl-7-phenyl-5H-pyrimido[4,5-d][2]benzazepin-1(2H)-one 6-oxide and 10 mL of acetic anhydride was heated on a steam bath for 3 hr. The reaction mixture was concentrated at reduced pressure and the crystalline product separated. Recrystallization from methylene chloride gave the product as cream colored crystals, mp >320°.

Workup

  1. temperaturewas heated on a steam bath for 3 hr
  2. concentrationThe reaction mixture was concentrated at reduced pressure
  3. customthe crystalline product separated
  4. customRecrystallization from methylene chloride
  5. customgave the product as cream colored crystals, mp >320°

Sources & evidence

ORD record
ord-5c29bb801672415cb44ae4d5e5c3869e
Source dataset
uspto-grants-1985_10
Patent number
US04548750

Reaction notes

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