Dimethyl Sulfate → HCID 21534844, compound

HRID 1657590Notes

Reaction equation

HRID 1657590 reaction equation
S(OC)(O[CH3:5])(=O)=O.[OH:8][C:9]1[CH:22]=[CH:21][C:20]2[S:19][C:18]3[C:13](=[CH:14][CH:15]=[CH:16][C:17]=3[S:23](=[O:28])(=[O:27])[N:24]([CH3:26])[CH3:25])[NH:12][C:11]=2[CH:10]=1.[OH-].[Na+]>C(C(C)=O)C>[CH3:5][O:8][C:9]1[CH:22]=[CH:21][C:20]2[S:19][C:18]3[C:13](=[CH:14][CH:15]=[CH:16][C:17]=3[S:23](=[O:28])(=[O:27])[N:24]([CH3:25])[CH3:26])[NH:12][C:11]=2[CH:10]=1

Participants

5

Reactant 3

HCID 6497Dimethyl SulfateHCID 14798Sodium HydroxideHCID 215348332-Hydroxy-6-dimethylsulphamoylphenothiazine

Product 1

HCID 21534844HCID 21534844, compoundYield 45.4%

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

2-Methoxy-6-dimethylsulphamoylphenothiazine (m.p. 196°-198°C.; 79.6 g.) is prepared by methylation, using dimethyl sulphate (74.5 g.), of 2-hydroxy-6-dimethylsulphamoylphenothiazine (168 g.) in the presence of powdered sodium hydroxide (30.8 g.) suspended in methyl ethyl ketone (1,820 cc.).

Sources & evidence

ORD record
ord-fdb39b25b8bd48f9a4f95ac4e61fb65c
Source dataset
uspto-grants-1976_06
Patent number
US03961055

Reaction notes

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