Potassium Carbonate → N-[4-[[4-(Diphenylmethyl)-1-piperazinyl]methyl]-2-thiazolyl]acetamide

HRID 648205Notes

Reaction equation

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

Participants

Conditions

Temperature: 80 °C

Procedure

A mixture of 2-acetamido-4-chloromethylthiazole (7.6 g), 1-benzhydrylpiperazine (10.0 g) and potassium carbonate (5.5 g) in N,N-dimethylformamide (80 ml) was stirred at 80° C. for 2 hours. After the reaction mixture was poured into ice-water, the precipitated crystals were collected by filtration, washed with water and then crystallized twice from methanol to give white crystals (8.4 g) of 2-acetamido-4-(4-benzhydrylpiperazin-1-ylmethyl)thiazole, mp 178°-179° C.

Workup

filtrationthe precipitated crystals were collected by filtration
washwashed with water
customcrystallized twice from methanol

Sources & evidence

ORD record: ord-89f98a247f30422b8abb8364d6fba8bb
Source dataset: uspto-grants-1983_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04411900

Reaction notes

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