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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2375304Generated: November 1, 2026

Cyanuric chloride → 4,6-dichloro-N-methyl-1,3,5-triazin-2-amine

https://huagongshe.com/reaction/2375304

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyanuric chlorideHCID 7954—
ReactantMethylamine hydrochlorideHCID 6364545—
CatalystDiisopropylethylamineHCID 81531—
SolventTetrahydrofuranHCID 8028—
Product4,6-dichloro-N-methyl-1,3,5-triazin-2-amineHCID 31220197.7%

Reaction Conditions

Temperature-70 °C

Reaction Steps

Cyanuric chloride (10 g, 54.3 mmol, 1 equiv.) was dissolved in THF (200 mL) and cooled to −70° C. DIPEA (36.3 mL, 1.42 mmol, 2 equiv.) and methylamine hydrochloride (3.7 g, 1 equiv.) were added to the reaction mixture, which was stirred 2 h at −70° C. and 1 h at rt. The THF was removed under reduced pressure and the remaining material was taken up in DCM and washed with water. The organic layer was dried with MgSO4 and the DCM removed to give a colourless powder (9.5 g, 97%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07465736B2
Source datasetuspto-grants-2008_12
ORD IDord-7a4e9714e00148069f4398f5d5d931b4
Source noteuspto-grants-2008_12