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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1777122Generated: November 3, 2026

Methanol → 1H-Benzimidazol-6-ol,1-methyl-(9CI)

https://huagongshe.com/reaction/1777122

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantPhenol, 3-(methylamino)-4-nitro-HCID 146175—
CatalystIronHCID 23925—
SolventFormic AcidHCID 284—
Product1H-Benzimidazol-6-ol,1-methyl-(9CI)HCID 12470249—

Reaction Conditions

Temperature100 °C

Reaction Steps

Fe Powder (4.33 g, 77.4 mmol) was added to a solution of 3-(methylamino)-4-nitrophenol (1.3 g, 7.74 mmol) in HCOOH (30 mL) and the mixture heated to 100° C. for 16 h. After cooling to room temperature, MeOH (250 mL) was added to mixture and filtered over a pad of Celite. The filtrate was collected, concentrated and the residue purified by column chromatography to give the crude desired product (1.2 g) and was used directly in the next step. LCMS (m/z): 149.06 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09266836B2
Source datasetuspto-grants-2016_02
ORD IDord-807cf602b7a04150bce395b90636d211
Source noteuspto-grants-2016_02