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ChemicalBook CAS DataBase List 2,4-Dichloro-6-methyl-1,3,5-triazine
1973-04-2

2,4-Dichloro-6-methyl-1,3,5-triazine synthesis

5synthesis methods
-

Yield:1973-04-2 89%

Reaction Conditions:

in diethyl ether;dichloromethane at 0 - 20;

Steps:

1.1
Example 1; Synthesis of l-(4-amino-6-methyl-l,3,5-triazin-2-yl)-N-pyrimin-2-yl-lH-benzo[d]imidazol-2- amine; Step 1; To a solution of 2,4,6-trichloro-l,3,5-triazine (20.4 g, 111 mmol) in DCM (221 mL) at 0 0C, was added a solution of methylmagnesium bromide (3M) in ether (36.9 mL, 111 mmol) slowly over 15 minutes at 0 0C. The resulting mixture turned bright yellow and was slowly warmed to room temperature. The solution was stirred overnight and then water was added and stirred for 5 minutes - slight exotherm. The resulting mixture was transferred to a sep. funnel containing water and the aqueous layer was washed with DCM. The organic layers were combined, dried with MgSO4, filtered and concentrated to give 2,4-dichloro-6-methyl- 1,3,5-triazine (16.1 grams, 89% yield). This material was taken onward to the following step without further purification.

References:

AMGEN INC.;BOEZIO, Alessandro;CHENG, Alan, C.;COATS, James, R.;COPELAND, Katrina, W.;GRACEFFA, Russell;HARMANGE, Jean-Christophe;HUANG, Hongbing;LA, Daniel;OLIVIERI, Philip, R.;PETERSON, Emily, A.;SCHENKEL, Laurie WO2010/96314, 2010, A1 Location in patent:Page/Page column 48

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