1-Bromo-3-chloropropane → 2-Methoxy-6-dimethylsulphamoyl-10-(3-chloropropyl)phenothiazine

HRID 1657589Notes

Reaction equation

HRID 1657589 reaction equation
Br[CH2:2][CH2:3][CH2:4][Cl:5].[CH3:6][O:7][C:8]1[CH:21]=[CH:20][C:19]2[S:18][C:17]3[C:12](=[CH:13][CH:14]=[CH:15][C:16]=3[S:22](=[O:27])(=[O:26])[N:23]([CH3:25])[CH3:24])[NH:11][C:10]=2[CH:9]=1.[OH-].[K+]>C(C(C)=O)C>[CH3:6][O:7][C:8]1[CH:21]=[CH:20][C:19]2[S:18][C:17]3[C:12](=[CH:13][CH:14]=[CH:15][C:16]=3[S:22](=[O:27])(=[O:26])[N:23]([CH3:24])[CH3:25])[N:11]([CH2:2][CH2:3][CH2:4][Cl:5])[C:10]=2[CH:9]=1

Participants

5

Reactant 3

HCID 80061-Bromo-3-chloropropaneHCID 14797Potassium HydroxideHCID 215348442-Methoxy-6-dimethylsulphamoylphenothiazine

Product 1

HCID 215348572-Methoxy-6-dimethylsulphamoyl-10-(3-chloropropyl)phenothiazineYield 60.4%

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

2-Methoxy-6-dimethylsulphamoyl-10-(3-chloropropyl)phenothiazine (m.p. 124°-126°C.; 62.6 g.) is prepared by reacting 1-bromo-3-chloropropane (147 g.) with 2-methoxy-6-dimethylsulphamoylphenothiazine (84.4 g.) in the presence of powdered potassium hydroxide (25.8 g.) in methyl ethyl ketone (300 cc.).

Sources & evidence

ORD record
ord-d7e3dbb01b2e4eb8b2ed179958e8bf84
Source dataset
uspto-grants-1976_06
Patent number
US03961055

Reaction notes

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