Hydrochloric Acid → N-propyl-10-[1-(1-pyrroli-dinyl)-2-propyl]-2-phenothiazinecarboxamide hydrochloride

HRID 1109529Notes

Reaction equation

[ClH:1].[CH2:2]([NH:5][C:6]([C:8]1[CH:21]=[CH:20][C:19]2[S:18][C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[N:11]([CH:22]([CH3:29])[CH2:23][N:24]3[CH2:28][CH2:27][CH2:26][CH2:25]3)[C:10]=2[CH:9]=1)=[O:7])[CH2:3][CH3:4]>C(OC(C)C)(C)C.C(OCC)(=O)C>[ClH:1].[CH2:2]([NH:5][C:6]([C:8]1[CH:21]=[CH:20][C:19]2[S:18][C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[N:11]([CH:22]([CH3:29])[CH2:23][N:24]3[CH2:28][CH2:27][CH2:26][CH2:25]3)[C:10]=2[CH:9]=1)=[O:7])[CH2:3][CH3:4]

Participants

Conditions

Temperature: 5 °C

Procedure

A 3.3N solution (6.2 cc) of hydrochloric acid in isopropyl ether is added dropwise in the course of 5 minutes to a solution of N-propyl-10-[1-(1-pyrrolidinyl)-2-propyl]-2-phenothiazinecarboxamide, L series (7.2 g), in anhydrous ethyl acetate (80 cc). The product deposits on the walls and crystallizes on scratching. The suspension obtained is maintained for one hour at a temperature in the region of 5° C. The solid is drained, washed with anhydrous ethyl acetate (3×5 cc) and dried under reduced pressure (5 mm Hg; 0.7 kPa) at 40° C. to give N-propyl-10-[1-(1-pyrroli-dinyl)-2-propyl]-2-phenothiazinecarboxamide hydrochloride, L series (7.1 g), in the form of a white solid, m.p. 190° C.

Workup

customThe product deposits on the walls and crystallizes
customThe suspension obtained
washwashed with anhydrous ethyl acetate (3×5 cc)
customdried under reduced pressure (5 mm Hg; 0.7 kPa) at 40° C.

Sources & evidence

ORD record: ord-c8fc27434a5f462ab7877d4e60ab109e
Source dataset: uspto-grants-1994_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05321026

Reaction notes

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