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Instruction of 4-Methyl-2-(trifluoroMethyl)pyriMidine: A Comprehensive Guide to its Production and Uses in the Chemical Industry
4-Methyl-2-(trifluoroMethyl)pyriMidine, also known as 4-MMM, is an organic compound commonly used in the chemical industry as a building block for the synthesis of various chemicals and pharmaceuticals.
In recent years, the demand for 4-MMM has increased significantly, which has led to a need for a reliable and efficient method of producing this compound.
This article provides an instruction on the production of 4-MMM and its applications in the chemical industry.
Production of 4-MMM
The production of 4-MMM involves several steps, including the synthesis of the starting materials and the reaction conditions for the formation of the final product.
The following is a detailed procedure for the production of 4-MMM:
Step 1: Synthesis of 4-Chloro-2-(trifluoromethyl)pyriMidine
- 2,5-Dichloro-4-methylthiophene (1 equiv.
) is added to a mixture of KOH (1 equiv.
) and water (50 mL) in a three-necked round-bottomed flask.
The mixture is stirred at room temperature for 30 minutes, and then cooled to 0°C.
A solution of sodium borohydride (1 equiv.
) is added to the mixture, and the reaction is allowed to proceed for 30 minutes.
The reaction mixture is then carefully added to a mixture of ice and water (50 mL), and the resulting slurry is filtered through a bed of anhydrous sodium sulfate.
The filtrate is concentrated under reduced pressure to dryness, and the resulting residue is purified by flash chromatography on silica gel (eluent: 5% MeOH in CH2Cl2) to yield 4-Chloro-2-(trifluoromethyl)pyriMidine as a pale yellow solid.
Step 2: Synthesis of 2-(trifluoromethyl)-4H-pyrano[2,3-d]pyrimidin-4-one
- A solution of 4-Chloro-2-(trifluoromethyl)pyriMidine (1 equiv.
) in acetonitrile (20 mL) is treated with a solution of potassium cyanide (1 equiv.
) in water (5 mL) and acetonitrile (5 mL) at room temperature.
The reaction mixture is stirred for 15 minutes, and then concentrated under reduced pressure to dryness.
The resulting residue is purified by flash chromatography on silica gel (eluent: 5% MeOH in CH2Cl2) to yield 2-(trifluoromethyl)-4H-pyrano[2,3-d]pyrimidin-4-one as a pale yellow solid.
Step 3: Synthesis of 4-Methyl-2-(trifluoroMethyl)pyriMidine
- A solution of 2-(trifluoromethyl)-4H-pyrano[2,3-d]pyrimidin-4-one (1 equiv.
) in toluene (50 mL) is treated with a solution of methyl iodide (4 equiv.
) in toluene (20 mL) at room temperature.
The reaction mixture is stirred for 4 hours, and then quenched with a solution of KOH (2 equiv.
) in water (50 mL) at 0°C.
The mixture is stirred for 30 minutes, and then the organic layer is separated and washed with brine (50 mL).
The