ChemicalBook CAS DataBase List 2,4-Dichloro-6-methyl-5-nitropyrimidine

2,4-Dichloro-6-methyl-5-nitropyrimidine synthesis

5synthesis methods

Product Name:2,4-Dichloro-6-methyl-5-nitropyrimidine
CAS Number:13162-26-0
Molecular formula:C5H3Cl2N3O2
Molecular Weight:208

16632-21-6

13162-26-0

General procedure for the synthesis of 2,4-dichloro-5-nitro-6-methylpyrimidine from 2,4-dihydroxy-6-methyl-5-nitropyrimidine: 2,4-dihydroxy-6-methyl-5-nitropyrimidine (1 eq.) was dissolved in 17.54 mL of phosphoryl chloride, and 2.92 mL of N,N-dimethylaniline (1 eq.) was slowly added dropwise at room temperature. Subsequently, 8.04 μL of DMF (0.00445 eq.) was slowly added under reflux conditions and the reaction lasted for 8 hours. Upon completion of the reaction, the trichlorophosphorus oxide was removed by distillation under reduced pressure. Ice water was added to the residue and extracted with ethyl acetate. The organic layers were combined, washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was removed by rotary evaporation to give a light yellow to brown oil. The oily substance was purified by column chromatographic separation to give a final yellow solid 2,4-dichloro-5-nitro-6-methylpyrimidine (1 g) in 65% yield.

16632-21-6
246 suppliers
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13162-26-0
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$8.00/1g

Yield:13162-26-0 65%

Reaction Conditions:

with N,N-dimethyl-aniline;trichlorophosphate in N,N-dimethyl-formamide at 120; for 8 h;

Steps:

15 Example 15: Synthesis of Compound 13

The raw material 12 (1 eq) was dissolved in 17.54 ml of phosphorus oxychloride, and 2.92 ml of N, N-dimethylaniline (1 eq) was slowly added dropwise at room temperature, and 8.04 ul of DMF (0.00445 eq) 120 under reflux reaction 8h, after the completion of the reaction of raw materials, vacuum distillation of phosphorus oxychloride, adding ice water, adding ethyl acetate extraction, combined organic layer, washed with saturated brine, dried over anhydrous sodium sulfate, spin dry Solvent to give a yellowish brown oil which was dryly chromatographed and finally purified to give a yellow solid 13 (1 g) in 65% yield.

References:

CN105906621,2016,A Location in patent:Paragraph 0031

16632-21-6
246 suppliers
$5.00/1g

13162-26-0
238 suppliers
$8.00/1g

References

626-48-2 Synthesis