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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 473833Generated: October 30, 2026

Methanol → NSC154754

https://huagongshe.com/reaction/473833

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
Reactant1,2-DimethoxyethaneHCID 8071—
ReactantMethyl [[(methoxycarbonyl)amino](methylthio)methylene]carbamateHCID 98708—
Reactant4-Bromobenzene-1,2-diamineHCID 323593—
SolventDiethyl EtherHCID 3283—
ProductNSC154754HCID 29065477.4%

Reaction Conditions

Temperature105 °C

Reaction Steps

To a slurry of 4-bromobenzene-1,2-diamine (2.1 g, 11 mmol), 1,2-dimethoxyethane (20 mL) and methanol (5 mL) was added 1,3-bis(methoxycarbonyl)-2-methyl-2-thiopseudourea (4.0 g, 19 mmol). The reaction mixture was heated (105° C.) for 12 h and then diluted with ethyl ether (100 mL). The resulting precipitate was collected by filtration and rinsed with ethyl ether (2×25 mL) to provide methyl 6-bromo-1H-benzo[d]imidazol-2-ylcarbamate (2.3 g, 77% yield). MS (EI) for C9H8BrN3O2: 271 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08637499B2
Source datasetuspto-grants-2014_01
ORD IDord-78286d968da94b96a4191904bb91bcd0
Source noteuspto-grants-2014_01