2,4-Dichloro-6-methylpyrimidine Chemical Properties

Melting point:

44-47 °C (lit.)

Boiling point:

219 °C (lit.)

Density 

1.5462 (rough estimate)

refractive index 

1.6300 (estimate)

Flash point:

>230 °F

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

solubility 

Chloroform (Very Slightly, Heated, Sonicated), DMSO (Sparingly, Heated)

form 

powder to crystal

pka

-2.12±0.30(Predicted)

color 

White to Orange to Green

Water Solubility 

Soluble in Chloroform, Ether, Ethyl Acetate and Toluene. Insoluble in water.

BRN 

114295

InChI

InChI=1S/C5H4Cl2N2/c1-3-2-4(6)9-5(7)8-3/h2H,1H3

InChIKey

BTLKROSJMNFSQZ-UHFFFAOYSA-N

SMILES

C1(Cl)=NC(C)=CC(Cl)=N1

CAS DataBase Reference

5424-21-5(CAS DataBase Reference)

EPA Substance Registry System

Pyrimidine, 2,4-dichloro-6-methyl- (5424-21-5)

Safety Information

Hazard Codes 

C

Risk Statements 

34

Safety Statements 

26-27-36/37/39-45

RIDADR 

UN 3263 8/PG 2

WGK Germany 

3

Hazard Note 

Corrosive

TSCA 

T

HazardClass 

8

PackingGroup 

III

HS Code 

29335990

MSDS

• Language:English Provider:2,4-Dichloro-6-methylpyrimidine
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2,4-Dichloro-6-methylpyrimidine Usage And Synthesis

Chemical Properties

White to Light Yellow Powder

Uses

2,4-Dichloro-6-methylpyrimidine is used in the synthesis of (2-chloro-6-methyl-pyrimidin-4-yl)-(2,3-dihydro-benzothiazol-6-yl)-amine.

General Description

2,4-Dichloro-6-methylpyrimidine undergoes double cross-coupling reaction with 2-(tributylstannyl)pyridine, followed by aldol condensation to yield 4-arylvinyl-2,6-di(pyridin-2-yl)pyrimidines. It reacts with 1H,1H,2H,2H-perfluorodecanethiol during fluorous synthesis of disubstituted pyrimidines.

Synthesis

Step 1. 2,4-Dichloro-6-methylpyrimidine (166-01) was prepared from 6-methylpyrimidine-2,4-diol (500 mg, 3.97 mmol) by reacting with phosphoryl chloride (4 mL) according to the literature procedure 49-01 to afford 540 mg of white solid product in 84% yield. Mass spectral analysis showed m/z: 164.7 [M + H]+.

References

[1] Bioorganic and Medicinal Chemistry Letters, 2003, vol. 13, # 10, p. 1755 - 1757
[2] Molecules, 2012, vol. 17, # 4, p. 4533 - 4544
[3] Patent: WO2018/14802, 2018, A1. Location in patent: Paragraph 0472; 0473
[4] Organic and Biomolecular Chemistry, 2003, vol. 1, # 19, p. 3353 - 3361
[5] Journal of Heterocyclic Chemistry, 1987, vol. 24, # 1, p. 205 - 209

2,4-Dichloro-6-methylpyrimidine (5424-21-5)Related Product Information

• 2',4'-Dichloroacetophenone
• 1,2-Dichloro-4-(chloromethyl)benzene
• 2-Chloro-5-chloromethylpyridine
• Dichloromethylsilane
• 2,4-Dichloropyrimidine
• Pirimiphos-methyl
• Dichlorodimethylsilane
• Sulfamerazine
• 2,4-DICHLORO-5-NITROPYRIDINE
• 2,4-Dichloro-6-picoline
• 2,4-Dichloro-6-methyl-5-nitropyrimidine
• TERT-BUTYL 2,4-DICHLORO-7,8-DIHYDROPYRIDO[4,3-D]PYRIMIDINE-6(5H)-CARBOXYLATE
• (9H-FLUOREN-9-YL)METHYL 2,4-DICHLORO-5H-PYRROLO[3,4-D]PYRIMIDINE-6(7H)-CARBOXYLATE
• METHYL 2,4-DICHLOROPYRIMIDINE-6-CARBOXYLATE
• 2-(3-CHLOROPHENYL)MALONDIALDEHYDE
• (9H-FLUOREN-9-YL)METHYL 2,4-DICHLORO-7,8-DIHYDROPYRIDO[4,3-D]PYRIMIDINE-6(5H)-CARBOXYLATE
• 5-Bromo-2,4-dichloro-6-methylpyrimidine
• 2,4-Dichloro-5-methylpyrimidine ,98%,2,4-Dichloro-5-methylpyrimidine**Toxic, Stench**,2,4-DICHLORO-5-METHYLPYRIMIDINE