ChemicalBook CAS DataBase List 5-ACETALDEHYDEYL-4,6-DICHLOROPYRIMIDINE

5-ACETALDEHYDEYL-4,6-DICHLOROPYRIMIDINE synthesis

8synthesis methods

Product Name:5-ACETALDEHYDEYL-4,6-DICHLOROPYRIMIDINE
CAS Number:16019-33-3
Molecular formula:C6H4Cl2N2O
Molecular Weight:191.01

16019-31-1

16019-33-3

The general procedure for the synthesis of 4,6-dichloropyrimidine-5-acetaldehyde from 5-allyl-4,6-dichloropyrimidine was as follows: in a 50 mL three-necked flask equipped with a magnetic stirrer, 20 mL of dichloromethane and 4,6-dichloro-5-allylpyrimidine (5.0 g, 0.026 mol) were added sequentially, followed by dimethyl sulfoxide (8 g, 0.104 mol) and triethylamine. After cooling the reaction mixture to -40°C, ozone (O3) was passed through until the reaction solution took on a blue color, at which point the ozone passage was stopped and switched to nitrogen (N2) protection for 30 minutes to completely remove ozone from the system. Next, thiourea (2.0 g, 0.026 mol) was added to the reaction system and the reaction mixture was allowed to warm up to room temperature naturally. The reaction system was tested using starch potassium iodide test paper to confirm that no peroxide was present (the paper did not turn blue). Finally, 60 mL of water was added to the reaction mixture and extracted twice with dichloromethane. The yield of this step was 88%.

16019-31-1
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$12.00/100mg

16019-33-3
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$8.00/250mg

Yield:16019-33-3 88%

Reaction Conditions:

with ozone;triethylamine in dichloromethane;dimethyl sulfoxide at -40; for 0.5 h;Inert atmosphere;

Steps:

1.1.4 1.4 Synthesis of Compound II, 2-(4,6-Dichloropyrimidine)acetaldehyde
In a 50ml three-necked flask with magnetic stirring,Add 20ml of dichloromethane and 4,6-dichloro-5-allylpyrimidine(5.0 g, 0.026 mol), followed by the addition of dimethyl sulfoxide (8 g, 0.104 mol) and triethylamine (5.5 mL, 0.040 mol).Cool to -40 ° C, pass O3 until the reaction solution turns blue,Stop using O3 and switch to N2 for 30 minutes.Exclude O3 in the system.Add thiourea (2.0 g, 0.026 mol) and naturally raise to room temperature.Starch potassium iodide test paper detection (unchanged blue),Ensure that no peroxide is present in the reaction system. Add 60ml of water,The mixture was extracted twice with methylene chloride.The yield was 88%.

References:

East China Normal University;Shanghai Huanfu Industrial Co., Ltd.;Zhan Li;Zhu Haoting;He Yang;Li Xiaolin;Zhang Yuliu;Luo Yu;Zhang Wujun;Tang Meizhen CN108409745, 2018, A Location in patent:Paragraph 0038; 0040; 0043; 0046; 0048; 0049; 0052

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