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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2114996Generated: October 31, 2026

Methanol → HCID 178452967, compound

https://huagongshe.com/reaction/2114996

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantHCID 69100214HCID 69100214—
ReactantHCID 178452969HCID 178452969—
CatalystPalladiumHCID 23938—
SolventTetrahydrofuranHCID 8028—
ProductHCID 178452967HCID 17845296736%

Reaction Steps

A mixture of 13.3 g (47.8 mmol) of (5-nitro-1H-benzoimidazol-2-yl)-carbamic acid tert-butyl ester and (6-nitro-1H-benzimidazol-2-yl)-carbamic acid tert-butyl ester, 100 ml of methanol, 100 ml of tetrahydrofuran and 1 g of 10% Pd/C catalyst is hydrogenated. After completion of the reaction, the catalyst is filtered off, washed with tetrahydrofuran and the filtrate is concentrated. The residue is purified by column chromatography using Kieselgel 60 (Merck) as adsorbent and chloroform:methanol=10:1 as eluent to yield 4.72 g (40.4%) of (6-amino-1H-benzoimidazol-2-yl)-carbamic acid tert-butyl ester (Rf. 0.5), Melting Point: 159° C. (diethyl ether) and 4.2 g (36.0%) of (5-amino-1H-benzoimidazol-2-yl)-carbamic acid tert-butyl ester (Rf. 0.4) Melting Point: 168° C. (diethyl ether)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07435744B2
Source datasetuspto-grants-2008_10
ORD IDord-2f20ce25872b40529bd132ffde5ca094
Source noteuspto-grants-2008_10