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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1821772Generated: October 26, 2026

2-Isocyanato-1-methoxy-4-methylbenzene → 3-(2-Methoxy-5-methyl-phenyl)-1-methyl-1-pyrazin-2-yl-urea

https://huagongshe.com/reaction/1821772

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Isocyanato-1-methoxy-4-methylbenzeneHCID 4141520—
ReactantN-Methylpyrazin-2-amineHCID 16767478—
ReactantDichloromethane methanolHCID 21226129—
ReactantEthyl acetate hexaneHCID 21226206—
Solvent1,1-DichloroethaneHCID 6365—
Product3-(2-Methoxy-5-methyl-phenyl)-1-methyl-1-pyrazin-2-yl-ureaHCID 22046431—

Reaction Conditions

Temperature80 °C

Reaction Steps

To a 0.3 M stirred solution of 2-methylaminopyrazine (1 equiv.) in dichloroethane at room temperature under nitrogen was added 2-methoxy-5-methylphenylisocyanate (1 equiv.). The reaction was warmed to 80° C. overnight and then cooled to room temperature. In most cases, the product precipitated and was isolated by filtration. Alternatively the product could be isolated by silica gel chromatography using EtOAc/hexane or CH2Cl2/MeOH as eluant. 1H-NMR (400 MHz, CDCl3) δ 8.57 (s, 1H), 8.32 (s, 1H), 8.31 (s, 1H), 8.17 (s, 1H), 6.80 (m, 2H), 3.90 (s, 3H), 3.56 (s, 3H), 2.32 (s, 3H). LRMS (ESI, Positive) m/e 273.2 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07608618B2
Source datasetuspto-grants-2009_10
ORD IDord-aa8f5d8d930d434f9aea99927fdcac57
Source noteuspto-grants-2009_10