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4-METHOXYPYRIDAZINE

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CAS:20733-11-3
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  • 2022-01-04
  • CAS:20733-11-3
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  • Purity: 98%minGC
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  • 2021-11-03
  • CAS:20733-11-3
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  • 2019-09-06
  • CAS:20733-11-3
  • Min. Order: 1KG
  • Purity: 98%
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4-METHOXYPYRIDAZINE Basic information
Product Name:4-METHOXYPYRIDAZINE
Synonyms:4-METHOXYPYRIDAZINE;4-Methoxy-pyridazin;4-methoxypyridazine hydrochloride;Pyridazine, 4-methoxy-;4-METHOXYPYRIDAZINE ISO 9001:2015 REACH
CAS:20733-11-3
MF:C5H6N2O
MW:110.11
EINECS:
Product Categories:
Mol File:20733-11-3.mol
4-METHOXYPYRIDAZINE Structure
4-METHOXYPYRIDAZINE Chemical Properties
Melting point 43-44℃
Boiling point 244℃
density 1.102
Fp 89℃
storage temp. Sealed in dry,Room Temperature
pka4.28±0.10(Predicted)
AppearanceLight yellow to yellow Solid
InChIInChI=1S/C5H6N2O/c1-8-5-2-3-6-7-4-5/h2-4H,1H3
InChIKeyNSGNREBTEFKPIL-UHFFFAOYSA-N
SMILESC1=NN=CC=C1OC
Safety Information
HS Code 2933998090
MSDS Information
4-METHOXYPYRIDAZINE Usage And Synthesis
Uses4-methoxypyridazine can be used as organic synthesis intermediate and pharmaceutical intermediate, mainly used in laboratory research and development process and chemical production process.
Uses1.png
To a solution of 3 ,6-dichloro-4- methoxypyridazine (30 g, 167.59 mmol, 1.00 equiv) and ammonium formate (3 1 g, 491.63 mmol, 2.93 equiv) in MeOH (500 mL) was added 10% palladium on carbon (3 g) catalyst. The mixture was stirred under 1 atmosphere of at rt overnight. The catalyst was removed by filtration and the filtrate was concentrated under vacuum. The residue was triturated in 500 mL of DCM MeOH ( 10: 1 ) and the solid material was filtered out. The filtrate was concentrated under vacuum and the residue was purified on a silica gel column eluted with ethyl acetate/petroleum ether (2:1 to 1: 1) to give 1 5 g (81%) of 4-methoxypyridazine as a brown oil. TLC: petroleum ether: ethyl acetate=2: 1 , Rf=0.1 .
Synthesis
3,6-DICHLORO-4-METHOXYPYRIDAZINE

70952-62-4

4-METHOXYPYRIDAZINE

20733-11-3

General procedure for the synthesis of 4-methoxypyridazine from 4-methoxy-3,6-dichloropyridazine: 10% palladium carbon (3 g) catalyst was added to a solution of methanol (500 mL) containing 3,6-dichloro-4-methoxypyridazine (30 g, 167.59 mmol, 1.00 equiv) and ammonium formate (31 g, 491.63 mmol, 2.93 equiv). The reaction mixture was stirred at room temperature and 1 atm overnight. Upon completion of the reaction, the catalyst was removed by filtration and the filtrate was concentrated under vacuum. The concentrated residue was ground in a solvent mixture of dichloromethane and methanol (500 mL, 10:1 v/v) and subsequently filtered to collect the solid. The filtrate was again concentrated under vacuum and the residue was purified by silica gel column chromatography with the eluent being a solvent mixture of ethyl acetate and petroleum ether (the ratio was tapered from 2:1 to 1:1), resulting in 15 g (81% yield) of 4-methoxypyridazine as a brown oil. Thin-layer chromatography (TLC) conditions: the ratio of petroleum ether to ethyl acetate was 2:1, and the Rf value was 0.1.

References[1] Patent: WO2013/127268, 2013, A1. Location in patent: Page/Page column 99
[2] Helvetica Chimica Acta, 1956, vol. 39, p. 1755,1762
4-METHOXYPYRIDAZINE Preparation Products And Raw materials
Raw materials3-CHLORO-5-METHOXYPYRIDAZINE-->Activated carbon-->3,6-DICHLORO-4-METHOXYPYRIDAZINE-->Ammonium formate-->Palladium-->Hydrogen-->Methanol
Tag:4-METHOXYPYRIDAZINE(20733-11-3) Related Product Information
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