Methyl 2,2,2-trichloroacetimidate → 4-(2-Ethoxy-ethoxy)-2-trichloromethyl-1H-benzoimidazole

Reaction equation

[CH2:1]([O:3][CH2:4][CH2:5][O:6][C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([NH2:13])[C:8]=1[NH2:14])[CH3:2].CO[C:17](=N)[C:18]([Cl:21])([Cl:20])[Cl:19]>>[CH2:1]([O:3][CH2:4][CH2:5][O:6][C:7]1[C:8]2[N:14]=[C:17]([C:18]([Cl:21])([Cl:20])[Cl:19])[NH:13][C:9]=2[CH:10]=[CH:11][CH:12]=1)[CH3:2]

Participants

Reactant 2

HCID 100479Methyl 2,2,2-trichloroacetimidate

HCID 686171443-(2-Ethoxy-ethoxy)-benzene-1,2-diamine

Product 1

HCID 686157674-(2-Ethoxy-ethoxy)-2-trichloromethyl-1H-benzoimidazole

Procedure

4-(2-Ethoxy-ethoxy)-2-trichloromethyl-1H-benzoimidazole was prepared by a procedure according to example 108 (iii) starting from 345 mg (1.76 mmol) 3-(2-Ethoxy-ethoxy)-benzene-1,2-diamine and 0.30 mL (2.46 mmol) 2,2,2-trichloro-acetimidic acid methyl ester.

Sources & evidence

ORD record: ord-e868a212e39a4faaa9e5289325dfabb9
Source dataset: uspto-grants-2010_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07741341B2

Reaction notes

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