Potassium Carbonate → 1-[2-(2-Methoxyphenylthio)-4-(4-chlorophenyl)-n-butyl]imidazole

HRID 2057945Notes

Reaction equation

HRID 2057945 reaction equation
Cl[CH:2]([CH2:9][CH2:10][C:11]1[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][CH:12]=1)[CH2:3][N:4]1[CH:8]=[CH:7][N:6]=[CH:5]1.[CH3:18][O:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=1[SH:26].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH3:18][O:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=1[S:26][CH:2]([CH2:9][CH2:10][C:11]1[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][CH:12]=1)[CH2:3][N:4]1[CH:8]=[CH:7][N:6]=[CH:5]1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 23642ThioguaiacolHCID 124320341-[2-Chloro-4-(4-chlorophenyl)butyl]-1H-imidazole

Product 1

HCID 203295311-[2-(2-Methoxyphenylthio)-4-(4-chlorophenyl)-n-butyl]imidazole

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

1-[2-Chloro-4-(4-chlorophenyl)-n-butyl]imidazole (prepared from 2.0 g of alcohol as in Preparation D) was treated with 2-methoxythiophenol (1.68 g) and anhydrous potassium carbonate (1.60 g) in acetone using the procedure of Example 1 to afford 1-[2-(2-methoxyphenylthio)-4-(4-chlorophenyl)-n-butyl]imidazole which was converted to its nitrate salt and recrystallized from ethyl acetate to give 3.10 g of microcrystals, mp 105°-106.5° C.

Sources & evidence

ORD record
ord-d933a8ef63894ee786d7138ee7b2cb44
Source dataset
uspto-grants-1980_07
Patent number
US04213991

Reaction notes

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