Methyl 4,6-dichloropyridazine-3-carboxylate Chemical Properties

Boiling point:

345.2±37.0 °C(Predicted)

Density 

1.503±0.06 g/cm3(Predicted)

refractive index 

1.552

storage temp. 

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

solubility 

DMSO (Slightly), Methanol (Very Slightly)

pka

-2.30±0.10(Predicted)

form 

powder

color 

Light beige/light brown crystalline

InChI

InChI=1S/C6H4Cl2N2O2/c1-12-6(11)5-3(7)2-4(8)9-10-5/h2H,1H3

InChIKey

MZEVRGMQXLNKEZ-UHFFFAOYSA-N

SMILES

C1(C(OC)=O)=NN=C(Cl)C=C1Cl

Safety Information

HS Code 

2933998090

Methyl 4,6-dichloropyridazine-3-carboxylate Usage And Synthesis

Uses

Methyl 4,6-dichloropyridazine-3-carboxylate is an organic intermediate commonly used in laboratory research and development as a raw material for organic synthesis.

Synthesis

Step 3 Synthesis of methyl 4,6-dichloropyridazine-3-carboxylate: 4,6-dihydroxypyridazine-3-carboxylic acid methyl ester (10.5 g, 61.7 mmol) was mixed with phosphorous trichloride (70 mL), heated to 95 °C, and the reaction was carried out for 5 hours. After completion of the reaction, the excess phosphorous trichloride was evaporated under reduced pressure. The crude product was slowly poured into ice water (250 mL) and extracted with ethyl acetate (3 x 100 mL). The organic phases were combined, dried with anhydrous sodium sulfate and concentrated under reduced pressure to give the crude product. The crude product was purified by silica gel column chromatography (100-200 mesh, 30% ethyl acetate in hexane solution as eluent) to afford methyl 4,6-dichloropyridazine-3-carboxylate (9.2 g, 72% yield) as an off-white solid.LC-MS: 207.0 [M + H]+.

References

[1] Patent: US2013/178478, 2013, A1. Location in patent: Paragraph 0301;0302
[2] Journal of Medicinal Chemistry, 2014, vol. 57, # 6, p. 2683 - 2691
[3] Patent: US2004/77653, 2004, A1. Location in patent: Page 18

Methyl 4,6-dichloropyridazine-3-carboxylate(372118-01-9)Related Product Information

• METHYL 2-CHLOROPYRIMIDINE-5-CARBOXYLATE
• 4-IODO-BENZO[B]THIOPHENE-2-CARBOXYLIC ACID METHYL ESTER
• Benzoic acid, 4-amino-2,6-difluoro-, methyl ester (9CI)
• Methyl 5-broMo-4-Methoxypyridine-2-carboxylate
• Methyl 3,4-dihydroxybenzoate
• Methyl 5-broMo-1H-pyrazole-3-carboxylate
• 6-CHLORO-3-METHYL-PYRIDINE-2-CARBOXYLIC ACID METHYL ESTER
• Methyl 3-hydroxy-5-nitro-2-thiophenecarboxylate
• Methyl-6-bromopyrazine-2-carboxylate
• Methyl(p-formylphenyl)acetate
• METHYL 4,5-DICHLORO-3-HYDROXYTHIOPHENE-2-CARBOXYLATE
• Ethyl 4,6-dichloropyrridazine-3-carboxylate
• 3,5-Dichloropyridazine
• METHYL 6-CHLOROPYRIDAZINE-3-CARBOXYLATE
• 6-Chloropyridazine-3-carboxylic acid
• 3-Pyridazinecarboxylic acid methyl ester
• 3-Pyridazinecarboxaldehyde, 6-chloro- (9CI)
• Methyl 4,6-dichloropyridazine-3-carboxylate