Hydrochloric Acid → HCID 20482408, compound

HRID 648206Notes

Reaction equation

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

Participants

Conditions

Temperature: 70 °C

Procedure

A mixture of 4-chloromethyl-2-methylthiazole hydrochloride (1.84 g), 1-benzhydrylpiperazine (2.52 g) and potassium carbonate (2.7 g) in N,N-dimethylformamide (15 ml) was stirred at 70° C. for an hour. After the reaction mixture was poured into ice-water, it was extracted with ethyl acetate. The extract was washed with water, dried over anhydrous magnesium sulfate and then evaporated to give a residue, which was transformed into its hydrochloride in a conventional manner, followed by recrystallization from a mixture of methanol and diethyl ether to obtain white crystals (2.0 g) of 4-(4-benzhydrylpiperazin-1-ylmethyl)-2-methylthiazole trihydrochloride, mp 166°-170° C. (dec.).

Workup

extractionwas extracted with ethyl acetate
washThe extract was washed with water
dry with materialdried over anhydrous magnesium sulfate
customevaporated
customto give a residue, which
customfollowed by recrystallization from a mixture of methanol and diethyl ether

Sources & evidence

ORD record: ord-d2189f4ef7184bfc8d77bd2cf61f6198
Source dataset: uspto-grants-1983_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04411900

Reaction notes

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