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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1658581Generated: October 31, 2026

Phenol → Benzimidazole

https://huagongshe.com/reaction/1658581

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenolHCID 996—
ReactantP-CresolHCID 2879—
Reactant2-ChlorophenolHCID 7245—
Reactant3-(Trifluoromethyl)phenolHCID 7376—
Reactant4'-HydroxyacetophenoneHCID 7469—
Reactant4-BromophenolHCID 7808—
Reactant3-ChlorophenolHCID 7933—
Reactant4-MethoxyphenolHCID 9015—
Reactant4-FluorophenolHCID 9732—
Reactant3-FluorophenolHCID 9743—
Reactant4-CyanophenolHCID 13019—
ReactantMethyl [[(methoxycarbonyl)amino](methylthio)methylene]carbamateHCID 98708—
ReactantHCID 54189253HCID 54189253—
ReactantHCID 56625616HCID 56625616—
ReactantHCID 57213372HCID 57213372—
ProductBenzimidazoleHCID 5798—

Reaction Steps

In a similar manner, using phenol, p-cresol, o-chlorophenol, m-chlorophenol, o,p-dichlorophenol, m,p-dichlorophenol, m-trifluoromethylphenol, p-bromophenol, p-fluorophenol, m-fluorophenol, p-acetylphenol, p-cyanophenol, m-hydroxyphenol, and p-methoxyphenol in place of p-chlorophenol, the corresponding 1,2-diamino-4-phenoxy (or substituted phenoxy) benzenes and 2-carbomethoxyamino-5(6)-phenoxy (or substituted phenoxy) benzimidazole compounds are prepared. Using the 1,2-diamino compounds prepared above in this Example, and substituting 1,3-bis-ethoxycarbonyl-S-methyl isothiourea, 1,3-bis-propoxycarbonyl-S-methyl isothiourea, or 1,3-bis-butoxycarbonyl-S-methyl isothiourea for the 1,3-bis-methoxycarbonyl-S-methyl isothiourea, the corresponding 2-carbalkoxyamino-5(6)-phenoxy (or p-substituted phenoxy) benzimidazole compounds are prepared, where R is ethyl, propyl or butyl.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS03965113
Source datasetuspto-grants-1976_06
ORD IDord-17e71ba7e94f448c86aa9a6c2518fe73
Source noteuspto-grants-1976_06