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4-Chloro-7-nitroquinazoline

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4-Chloro-7-nitroquinazoline manufacturers

4-Chloro-7-nitroquinazoline Basic information
Product Name:4-Chloro-7-nitroquinazoline
Synonyms:103281;AKOS 91177;Quinazoline, 4-chloro-7-nitro-;4-Chloro-7-nitro-quinazoline, 95+%;4-Chloro-7-nitroquinazoline
CAS:19815-17-9
MF:C8H4ClN3O2
MW:209.59
EINECS:
Product Categories:
Mol File:19815-17-9.mol
4-Chloro-7-nitroquinazoline Structure
4-Chloro-7-nitroquinazoline Chemical Properties
Melting point 146-147℃
Boiling point 380.0±22.0 °C(Predicted)
density 1.566
storage temp. -20°C, sealed storage, away from moisture
pka-0.33±0.70(Predicted)
AppearanceLight yellow to yellow Solid
Safety Information
MSDS Information
4-Chloro-7-nitroquinazoline Usage And Synthesis
Synthesis
7-NITRO-3H-QUINAZOLIN-4-ONE

20872-93-9

4-CHLORO-7-NITROQUINAZOLINE

19815-17-9

General procedure for the synthesis of 4-chloro-7-nitroquinazoline from 7-nitroquinazolin-4(3H)-one: 7-nitroquinazolin-4(3H)-one (20.93 mmol) was suspended in 35 mL of thionyl chloride with catalytic amount of DMF (3 drops). The reaction mixture was refluxed at 110 °C for about 3 h until the solution became clear. Upon completion of the reaction, the excess thionyl chloride was removed by distillation under reduced pressure. Subsequently, anhydrous benzene was added to the residue and distilled again under reduced pressure to completely remove the residual thionyl chloride. The crude product obtained was dissolved in dichloromethane (CH2Cl2) and the pH was carefully adjusted to 7-8 with sodium carbonate (Na2CO3) solution.The reaction mixture was extracted with dichloromethane (CH2Cl2) and the organic phase was dried with anhydrous sodium sulfate (Na2SO4). Finally, the solvent was removed by concentration under reduced pressure to give the target product 4-chloro-7-nitroquinazoline (3.5 g, 16.74 mmol).

References[1] Journal of the American Chemical Society, 2016, vol. 138, # 33, p. 10554 - 10560
[2] Patent: US2017/174638, 2017, A1. Location in patent: Paragraph 0045
[3] Spectroscopy Letters, 2012, vol. 45, # 7, p. 530 - 540,11
[4] Patent: US1880447, 1929,
[5] Journal of the Chemical Society, 1948, p. 360,364
4-Chloro-7-nitroquinazoline Preparation Products And Raw materials
Raw materials7-Nitro-3H-quinazolin-4-one
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