Water → 12-Acetyl-5-methoxy-12H-benzo[a]phenothiazine

HRID 2352217Notes

Reaction equation

HRID 2352217 reaction equation
[CH3:1]C(C)([O-])C.[K+].[C:7]([N:10]1[C:23]2[C:18](=[CH:19][C:20]([OH:28])=[C:21]3[CH:27]=[CH:26][CH:25]=[CH:24][C:22]3=2)[S:17][C:16]2[C:11]1=[CH:12][CH:13]=[CH:14][CH:15]=2)(=[O:9])[CH3:8].CI.O>CN(C=O)C>[C:7]([N:10]1[C:23]2[C:18](=[CH:19][C:20]([O:28][CH3:1])=[C:21]3[CH:27]=[CH:26][CH:25]=[CH:24][C:22]3=2)[S:17][C:16]2[C:11]1=[CH:12][CH:13]=[CH:14][CH:15]=2)(=[O:9])[CH3:8]

Participants

6

Reactant 4

HCID 962WaterHCID 6328Methyl iodideHCID 1371248512-acetyl-5-hydroxy-12H-benzo[a]phenothiazineHCID 23665647Potassium tert-butoxide

Product 1

HCID 1371248612-Acetyl-5-methoxy-12H-benzo[a]phenothiazine

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Potassium tert-butoxide (800 mg) was added to a solution of 12-acetyl-5-hydroxy-12H-benzo[a]phenothiazine (950 mg) (from Example 3) and methyl iodide (1.5 ml) in DMF (10 ml) and stirred for 15 minutes. Water (80 ml) was added to the reaction mixture and the precipitate was filtered to afford the title compound.

Workup

  1. filtrationthe precipitate was filtered

Sources & evidence

ORD record
ord-209820e3ab4c49f5abb3a384df8e6aff
Source dataset
uspto-grants-1989_10
Patent number
US04876246

Reaction notes

Loading…