Hydrochloric Acid → HCID 20482428, compound

HRID 648207Notes

Reaction equation

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

Participants

Conditions

Temperature: 70 °C

Procedure

A mixture of 4-chloromethyl-2-methylaminothiazole monohydrochloride (2.2 g), 1-benzhydrylpiperazine (2.5 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 dryness to give an oil, 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 (1.2 g) of 4-(4-benzhydrylpiperazin-1-ylmethyl)-2-methylaminothiazole trihydrochloride, mp 225°-228° C. (dec.).

Workup

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

Sources & evidence

ORD record: ord-ed9238a46a444ec2ba54254d61329ffa
Source dataset: uspto-grants-1983_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04411900

Reaction notes

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