Hydrochloric Acid → HCID 86744528, compound

HRID 704201Notes

Reaction equation

[ClH:1].[OH:2][CH2:3][C@@H:4]1[CH2:8][CH2:7][CH2:6][N:5]1[CH2:9][CH:10]([N:12]1[C:25]2[CH:24]=[C:23]([C:26](=[S:33])[NH:27][CH2:28][CH2:29][CH:30]([CH3:32])[CH3:31])[CH:22]=[CH:21][C:20]=2[S:19][C:18]2[C:13]1=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH3:11]>C(OCC)C>[ClH:1].[OH:2][CH2:3][C@@H:4]1[CH2:8][CH2:7][CH2:6][N:5]1[CH2:9][CH:10]([N:12]1[C:25]2[CH:24]=[C:23]([C:26](=[S:33])[NH:27][CH2:28][CH2:29][CH:30]([CH3:32])[CH3:31])[CH:22]=[CH:21][C:20]=2[S:19][C:18]2[C:13]1=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH3:11]

Participants

Conditions

Temperature: 25 °C

Procedure

A 2.2N ethereal solution (0.41 cc) of hydrochloric acid is added to a solution of 10-{1-[(2S)-2-hydroxymethyl-1-pyrrolidinyl]-2-propyl}-N-(3-methylbutyl)-2-phenothiazinecarbothioamide, L series (0.42 g) in ethyl ether (40 cc). A gummy precipitate is deposited on the walls of the flask. The mixture is concentrated to dryness under reduced pressure (30 mm Hg; 4 kPa) at 40° C. The suspension is stirred for 12 hours at 25° C. in ethyl ether (50 cc). The precipitate is separated by filtration, washed with ethyl ether (2×10 cc) and dried at 40° C. under reduced pressure (5 mm Hg; 0.068 kPa) to give 10-{1-[(2S)-2-hydroxymethyl-1-pyrrolidinyl]-2-propyl}-N-(3-methylbutyl)-2-phenothiazinecarbothioamide hydrochloride, L series (0.39 g), m.p. 131° C.

Workup

concentrationThe mixture is concentrated to dryness under reduced pressure (30 mm Hg; 4 kPa) at 40° C
customThe precipitate is separated by filtration
washwashed with ethyl ether (2×10 cc)
customdried at 40° C. under reduced pressure (5 mm Hg; 0.068 kPa)

Sources & evidence

ORD record: ord-3b2fa8b177f24a1588b6d5e6053f09a3
Source dataset: uspto-grants-1991_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04985419

Reaction notes

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