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METHYL 6-OXO-1,6-DIHYDROPYRIDAZINE-3-CARBOXYLATE

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METHYL 6-OXO-1,6-DIHYDROPYRIDAZINE-3-CARBOXYLATE Basic information

Product Name:
METHYL 6-OXO-1,6-DIHYDROPYRIDAZINE-3-CARBOXYLATE
Synonyms:
  • 1,6-Dihydro-3-(methoxycarbonyl)-6-oxopyridazine, 1,6-Dihydro-3-(methoxycarbonyl)-6-oxo-1,2-diazine
  • methyl 6-hydroxypyridazine-3-carboxylate
  • METHYL 6-OXO-1,6-DIHYDROPYRIDAZINE-3-CARBOXYLATE
  • AKOS BBS-00006829
  • Methyl 3-hydroxypyridazine-6-carboxylate
  • Methyl 3-hydroxypyridazin...
  • 6-oxo-1,6-dihydro-pyridazine-3-carboxylic acid Methyl ester
  • 1,6-Dihydro-3-(methoxycarbonyl)-6-oxopyridazine
CAS:
63001-30-9
MF:
C6H6N2O3
MW:
154.12
Mol File:
63001-30-9.mol
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METHYL 6-OXO-1,6-DIHYDROPYRIDAZINE-3-CARBOXYLATE Chemical Properties

Melting point:
188 °C
Density 
1.39±0.1 g/cm3(Predicted)
storage temp. 
Sealed in dry,Room Temperature
pka
10.34±0.40(Predicted)
Appearance
Off-white to light brown Solid
InChI
InChI=1S/C6H6N2O3/c1-11-6(10)4-2-3-5(9)8-7-4/h2-3H,1H3,(H,8,9)
InChIKey
REYKVZJYIFOXTI-UHFFFAOYSA-N
SMILES
C1(C(OC)=O)=NNC(=O)C=C1
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Safety Information

HS Code 
2933998090
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METHYL 6-OXO-1,6-DIHYDROPYRIDAZINE-3-CARBOXYLATE Usage And Synthesis

Synthesis

67-56-1

37972-69-3

63001-30-9

A. 6-Hydroxypyridazine-3-carboxylic acid (5.00 g, 31.6 mmol) was dissolved in methanol and thionyl chloride (0.36 mL, 0.59 g, 4.94 mmol) was added slowly. The reaction mixture was heated to reflux at 80 °C for 16 hours. After completion of the reaction, it was cooled to room temperature and the product crystallized. The crystals were collected by filtration and washed with cold methanol. The mother liquor was combined, concentrated and crystallized again to give methyl 6-oxo-1,6-dihydropyridazine-3-carboxylate in a total yield of 4.954 g (100% yield).

References

[1] Patent: WO2006/34440, 2006, A2. Location in patent: Page/Page column 43
[2] Patent: US2011/257173, 2011, A1. Location in patent: Page/Page column 19; 21
[3] Patent: US2011/105509, 2011, A1. Location in patent: Page/Page column 30; 31; 32
[4] Patent: US2016/376283, 2016, A1. Location in patent: Paragraph 1225; 1227
[5] Patent: WO2004/89939, 2004, A1. Location in patent: Page 40-41

METHYL 6-OXO-1,6-DIHYDROPYRIDAZINE-3-CARBOXYLATESupplier

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