Methylamine → 4-(Methylamino)-2-(methylthio)pyrimidine-5-carbonitrile
Reaction equation
Cl[C:2]1[C:7]([C:8]#[N:9])=[CH:6][N:5]=[C:4]([S:10][CH3:11])[N:3]=1.[CH3:12][NH2:13]>C(OCC)C>[CH3:12][NH:13][C:2]1[C:7]([C:8]#[N:9])=[CH:6][N:5]=[C:4]([S:10][CH3:11])[N:3]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
Through a 5° C. solution of 14.5 g (78.1 mmol) of 4-chloro-2-(methylthio)-5-pyrimidinecarbonitrile in 800 mL of diethyl ether is bubbled methylamine gas for a period of 15 minutes. The reaction mixture is allowed to warm to room temperature, set overnight, and filtered. The solids are washed with diethyl ether, then efficiently with 50 mL of water, and dried to give 12.0 g (81%) of the title compound: mp 189-190° C.
Workup
- filtrationfiltered
- washThe solids are washed with diethyl ether
- dry with materialefficiently with 50 mL of water, and dried
Sources & evidence
- ORD record
- ord-55f2d7808cfe4103af4db6dfb4d082d3
- Source dataset
- uspto-grants-2009_03
- Patent number
- US07501425B1
Reaction notes
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