2,4-Dichloro-5-nitropyrimidine Chemical Properties

Melting point:

28-32 °C

Boiling point:

0.9 °C0.5 mm Hg

Density 

2.0263 (rough estimate)

refractive index 

1.6100 (estimate)

Flash point:

>230 °F

storage temp. 

Inert atmosphere,Store in freezer, under -20°C

solubility 

Chloroform (Slightly), Methanol (Slightly)

pka

-6.02±0.29(Predicted)

form 

Liquid or Low Melting Solid

color 

Clear yellow

Sensitive 

Moisture Sensitive

InChI

InChI=1S/C4HCl2N3O2/c5-3-2(9(10)11)1-7-4(6)8-3/h1H

InChIKey

INUSQTPGSHFGHM-UHFFFAOYSA-N

SMILES

C1(Cl)=NC=C([N+]([O-])=O)C(Cl)=N1

CAS DataBase Reference

49845-33-2(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

Hazard Note 

Irritant/Moisture Sensitive/Keep under Argon

HazardClass 

IRRITANT, LACHRYMATOR

HS Code 

29335990

MSDS

• Language:English Provider:2,4-Dichloro-5-nitropyrimidine
• Language:English Provider:SigmaAldrich

2,4-Dichloro-5-nitropyrimidine Usage And Synthesis

Chemical Properties

Yellow Solid

Uses

Intermediate in a solid-phase synthesis of diaminopurines.1

Uses

2,4-Dichloro-5-nitropyrimidine (cas# 49845-33-2) is a compound useful in organic synthesis.

Synthesis

General procedure for the synthesis of 2,4-dichloro-5-nitropyrimidine from 5-nitropyrimidine-2,4(1H,3H)-dione: 5-nitrouracil (6.28 g, 0.040 mol) was mixed with phosphorus triclosan (26 mL), and N,N-dimethylaniline (8 mL) was slowly added under stirring conditions. The reaction mixture was then heated to 110 °C and maintained at this temperature for 8 hours. Upon completion of the reaction, the excess trichlorophosphorus was removed by distillation. The remaining mixture was ground and separated by silica gel column chromatography. Finally, the collected fractions were concentrated to give 6.2 g of yellow oily liquid product in 94% yield.

References

[1] Patent: CN106432239, 2017, A. Location in patent: Paragraph 0066; 0071; 0072
[2] Journal of Heterocyclic Chemistry, 2012, vol. 49, # 2, p. 321 - 328
[3] Tetrahedron Letters, 2006, vol. 47, # 50, p. 8897 - 8900
[4] Patent: WO2010/83645, 2010, A1. Location in patent: Page/Page column 27
[5] Patent: US7256196, 2007, B1. Location in patent: Page/Page column 8; 9-10

2,4-Dichloro-5-nitropyrimidine(49845-33-2)Related Product Information

• 2-Chloro-5-nitropyrimidine
• Dichloroethane
• 1,2-Dichloro-4-(chloromethyl)benzene
• 2',4'-Dichloroacetophenone
• 2,4-Dichloro-5-methylpyrimidine
• 2,4-Dichloro-5-fluoropyrimidine
• 2,4-Dichloropyrimidine
• 2,4-DICHLORO-5-NITROPYRIDINE
• Nitromethane
• 4,6-Dichloro-5-nitropyrimidine ,98%,4,6-DICHLORO-5-NITROPYRIMIDINE, 97+%,4,6-DICHLORO-5-NITROPYRIMIDINE
• 2,4-Dichloro-6-methyl-5-nitropyrimidine
• 2,4,6-TRICHLORO-5-NITROPYRIMIDINE
• Nitrobenzene
• 2,4,6-Trinitrotoluene
• 2-Methyl-4,6-dichloro-5-nitropyrimidine
• 2,4-DICHLORO-5-NITRO-6-(TRIFLUOROMETHYL)PYRIMIDINE
• ETHYL 2,6-DICHLORO-5-NITROPYRIMIDINE-4-CARBOXYLATE,2,6-dichloro-5-nitropyrimidine-4-carboxylic acid ethyl ester
• 2-BUTYL-4,6-DICHLORO-5-NITROPYRIMIDINE