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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;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;Methyl 1,6-dihydro-6-oxopyridazine-3-carboxylate;1,6-dihydro-6-oxo-3-Pyridazinecarboxylic acid methyl ester
CAS:63001-30-9
MF:C6H6N2O3
MW:154.12
EINECS:
Product Categories:
Mol File:63001-30-9.mol
Methyl 6-oxo-1,6-dihydropyridazine-3-carboxylate Structure
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
pka10.34±0.40(Predicted)
AppearanceOff-white to light brown Solid
InChIInChI=1S/C6H6N2O3/c1-11-6(10)4-2-3-5(9)8-7-4/h2-3H,1H3,(H,8,9)
InChIKeyREYKVZJYIFOXTI-UHFFFAOYSA-N
SMILESC1(C(OC)=O)=NNC(=O)C=C1
Safety Information
HS Code 2933998090
MSDS Information
Methyl 6-oxo-1,6-dihydropyridazine-3-carboxylate Usage And Synthesis
Synthesis
Methanol

67-56-1

6-Oxo-1,6-dihydro-pyridazine-3-carboxylicacid

37972-69-3

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

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-carboxylate Preparation Products And Raw materials
Raw materialsMethanol-->Methyl 6-oxo-1,4,5,6-tetrahydropyridazine-3-carboxylate-->6-Oxo-1,6-dihydro-pyridazine-3-carboxylicacid
Preparation Products3-(hydroxymethyl)-1H-pyridazin-6-one
Tag:Methyl 6-oxo-1,6-dihydropyridazine-3-carboxylate(63001-30-9) Related Product Information
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