Acetyl bromide → 5-Acetoxy-12-acetyl-12H-benzo[a]phenothiazine

HRID 64968

Reaction equation

HRID 64968 reaction equation
[C:1]([O:4][C:5]1[CH:18]=[C:17]2[C:8]([NH:9][C:10]3[C:15]([S:16]2)=[CH:14][CH:13]=[CH:12][CH:11]=3)=[C:7]2[CH:19]=[CH:20][CH:21]=[CH:22][C:6]=12)(=[O:3])[CH3:2].[C:23](Br)(=[O:25])[CH3:24]>ClCCCl>[C:1]([O:4][C:5]1[CH:18]=[C:17]2[C:8]([N:9]([C:23](=[O:25])[CH3:24])[C:10]3[C:15]([S:16]2)=[CH:14][CH:13]=[CH:12][CH:11]=3)=[C:7]2[CH:19]=[CH:20][CH:21]=[CH:22][C:6]=12)(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 10482Acetyl bromideHCID 137124795-acetoxy-12H-benzo[a]phenothiazine

Product 1

HCID 137124935-Acetoxy-12-acetyl-12H-benzo[a]phenothiazine

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

To a mixture of 5-acetoxy-12H-benzo[a]phenothiazine (3.0 g) and powdered 4 Angstrom molecular sieves (7.5 g) in 1,2-dichloroethane (75 ml) there was added slowly acetyl bromide (1.05 ml). The mixture was stirred at room temperature for 1 hour, then filtered. The filtrate was evaporated down to an oil which was triturated with a mixture of ether and hexane to afford solid title product (3 g), m.p. 141°-142° C.

Workup

  1. filtrationfiltered
  2. customThe filtrate was evaporated down to an oil which
  3. customwas triturated with a mixture of ether and hexane

Sources & evidence

ORD record
ord-b48d170671494ee3a84e468131b036c9
Source dataset
uspto-grants-1986_09
Patent number
US04611056

Linked notes

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