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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 241078Generated: October 26, 2026

Methyl [[(methoxycarbonyl)amino](methylthio)methylene]carbamate → HCID 178502055, compound

https://huagongshe.com/reaction/241078

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl [[(methoxycarbonyl)amino](methylthio)methylene]carbamateHCID 98708—
Reactant2-Bromo-5-nitropyridin-4-amineHCID 13040403—
CatalystIronHCID 23925—
SolventAcetic AcidHCID 176—
ProductHCID 178502055HCID 17850205596.2%

Reaction Conditions

Temperature75 °C

Reaction Steps

A solution of 2-bromo-5-nitropyridin-4-amine (1.5 g, 6.9 mmol) in acetic acid (20 mL) was added in portions into a 75° C. suspension of iron powder (1.5 g, 27 mmol) in acetic acid (20 mL). The reaction mixture was stirred at 75° C. for 2 h, cooled to room temperature, and filtered through celite. To the filtrate was added 1,3-bis(methoxycarbonyl)-2-methyl-2-thiopseudourea (1.4 g, 6.9 mmol), and the mixture was stirred at 65° C. for 60 h. The reaction mixture was cooled to room temperature and concentrated. The solid residue was triturated with dichloromethane and dried to give the title Compound (1.8 g, quantitative yield) as an orange solid. MS (EI) for C8H7BrN4O2: 271/273 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08648066B2
Source datasetuspto-grants-2014_02
ORD IDord-39976cfa02004c179b06b915b17810f5
Source noteuspto-grants-2014_02