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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1408417Generated: October 31, 2026

Methylamine → 1-(5-Bromo-2-chlorobenzyl)-3-methylurea

https://huagongshe.com/reaction/1408417

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethylamineHCID 6329—
ReactantTetrahydrofuranHCID 8028—
ReactantBis-(1H-imidazol-2-YL)-methanoneHCID 5250894—
Reactant(5-Bromo-2-chlorophenyl)methanamineHCID 43378979—
SolventDichloromethaneHCID 6344—
Product1-(5-Bromo-2-chlorobenzyl)-3-methylureaHCID 67151308—

Reaction Steps

To a solution of 5-bromo-2-chlorobenzenemethanamine (i.e. the product of Synthesis Example 2, Step A) (1.3 g, 5.5 mmol) in dichloromethane (25 mL) at 0° C. was added carbonyl diimidazole (1.4 g, 8.6 mmol). The reaction mixture was stirred at room temperature for 1 h. Then the reaction mixture was cooled to 0° C., a solution of methylamine in THF (2 M, 3.0 mL, 6.0 mmol) was added, and the reaction mixture was stirred at room temperature for 4 h. The reaction mixture was filtered, and the solid residue was washed with pentane to provide the title product (1.0 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08921360B2
Source datasetuspto-grants-2014_12
ORD IDord-2455f8029d9f45a18e984e14a4530097
Source noteuspto-grants-2014_12