10-(3-Chloropropyl)-2-(trifluoromethyl)-10H-phenothiazine → 2-Trifluoromethyl-10-[3-(4-[4-hydroxybutoxy]-piperidino)-propyl]-phenothiazine hydrochloride

HRID 329040

Reaction equation

HRID 329040 reaction equation
[F:1][C:2]([F:22])([F:21])[C:3]1[CH:16]=[CH:15][C:14]2[S:13][C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[N:6]([CH2:17][CH2:18][CH2:19][Cl:20])[C:5]=2[CH:4]=1.[NH:23]1[CH2:28][CH2:27][CH:26]([O:29][CH2:30][CH2:31][CH2:32][CH2:33][OH:34])[CH2:25][CH2:24]1>>[ClH:20].[F:1][C:2]([F:22])([F:21])[C:3]1[CH:16]=[CH:15][C:14]2[S:13][C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[N:6]([CH2:17][CH2:18][CH2:19][N:23]3[CH2:28][CH2:27][CH:26]([O:29][CH2:30][CH2:31][CH2:32][CH2:33][OH:34])[CH2:25][CH2:24]3)[C:5]=2[CH:4]=1

Participants

3

Reactant 2

HCID 7429410-(3-Chloropropyl)-2-(trifluoromethyl)-10H-phenothiazineHCID 214409024-(4-Piperidyloxy)-butanol

Product 1

HCID 214409282-Trifluoromethyl-10-[3-(4-[4-hydroxybutoxy]-piperidino)-propyl]-phenothiazine hydrochlorideYield 39%

Procedure

Using the procedure of Example XI, 49.7 g (0.145 mole) of 2-trifluoromethyl-10-(3-chloropropyl)-phenothiazine and 25.5 g (0.145 mole) of 4-(4-piperidyloxy)-butanol were reacted to obtain 29 g (39% yield) of 2-trifluoromethyl-10-[3-(4-[4-hydroxybutoxy]-piperidino)-propyl]-phenothiazine hydrochloride in the form of white crystals melting at 67° C.

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-c91d8cc0d323414aa71221798c7b4f3f
Source dataset
uspto-grants-1977_04
Patent number
US04018922

Linked notes

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