Potassium Hydroxide → 2-Heptyloxy-6-dimethylsulphamoylphenothiazine

HRID 1657604Notes

Reaction equation

HRID 1657604 reaction equation
I[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].[OH:9][C:10]1[CH:23]=[CH:22][C:21]2[S:20][C:19]3[C:14](=[CH:15][CH:16]=[CH:17][C:18]=3[S:24](=[O:29])(=[O:28])[N:25]([CH3:27])[CH3:26])[NH:13][C:12]=2[CH:11]=1.[OH-].[K+]>C(C(C)=O)C>[CH2:2]([O:9][C:10]1[CH:23]=[CH:22][C:21]2[S:20][C:19]3[C:14](=[CH:15][CH:16]=[CH:17][C:18]=3[S:24](=[O:29])(=[O:28])[N:25]([CH3:26])[CH3:27])[NH:13][C:12]=2[CH:11]=1)[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8]

Participants

5

Reactant 3

HCID 14797Potassium HydroxideHCID 202741-IodoheptaneHCID 215348332-Hydroxy-6-dimethylsulphamoylphenothiazine

Product 1

HCID 215348382-Heptyloxy-6-dimethylsulphamoylphenothiazineYield 149.8%

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

2-Heptyloxy-6-dimethylsulphamoylphenothiazine (m.p. 160°-162°C.; 23.4 g.) is prepared by reacting 1-iodoheptane (8.4 g.) with 2-hydroxy-6-dimethylsulphamoylphenothiazine (76.8 g.) in the presence of powdered potassium hydroxide (41.4 g.) in methyl ethyl ketone (600 cc.).

Sources & evidence

ORD record
ord-e88a3f1c90944d6ca1c1af099f17619e
Source dataset
uspto-grants-1976_06
Patent number
US03961055

Reaction notes

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