Hydrochloric Acid → HCID 178463985, compound

HRID 704251Notes

Reaction equation

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

Participants

Conditions

Temperature: 25 °C

Procedure

A 3.5N acetone solution (1.42 cc) of hydrocloric acid is added dropwise to an acetone solution (11 cc) of N-benzyl-10-[(2RS)-1-diethylamino-2-propyl]-2-phenothiazinecarboxamidine (0.74 g). The mixture is stirred for 3 hours at 25° C. and then concentrated to dryness under reduced pressure (30 mm Hg; 4 kPa) at 50° C. The residue is taken up in ethyl ether (50 cc) and the suspension is kept stirred for 3 hours at 25° C. The solid is filtered off on sintered glass, washed with ethyl ether (2×5 cc) and dried for 12 hours under reduced pressure (5 mm Hg; 0.7 kPa) to give N-benzyl-10-[(2RS)-1-diethylamino-2-propyl]-2-phenothiazinecarboxamidine dihydrochloride (0.76 g), m.p. 206°-207° C.

Workup

concentrationconcentrated to dryness under reduced pressure (30 mm Hg; 4 kPa) at 50° C
stirringthe suspension is kept stirred for 3 hours at 25° C
filtrationThe solid is filtered off on sintered glass
washwashed with ethyl ether (2×5 cc)
customdried for 12 hours under reduced pressure (5 mm Hg; 0.7 kPa)

Sources & evidence

ORD record: ord-b349ff0fb6104e9e8278a1a79799a124
Source dataset: uspto-grants-1991_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04985419

Reaction notes

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