ChemicalBook--->CAS DataBase List--->1834-27-1

1834-27-1

1834-27-1 Structure

1834-27-1 Structure
IdentificationBack Directory
[Name]

6-chloro-4-methyl-2H-pyridazin-3-one
[CAS]

1834-27-1
[Synonyms]

6-chloro-4-methylpyridazin-3-ol
3-chloro-5-methyl-1H-pyridazin-6-one
6-chloro-4-methyl-2H-pyridazin-3-one
6-Chloro-4-Methylpyridazin-3(2H)-one
6-Chloro-3-hydroxy-4-methylpyridazine
3(2H)-Pyridazinone, 6-chloro-4-Methyl-
6-chloro-4-methyl-2H-pyridazin-3-one ISO 9001:2015 REACH
6-Chloro-4-methylpyridazin-3-ol, 6-Chloro-3-hydroxy-4-methyl-1,2-diazine
[Molecular Formula]

C5H5ClN2O
[MDL Number]

MFCD13659416
[MOL File]

1834-27-1.mol
[Molecular Weight]

144.56
Chemical PropertiesBack Directory
[Melting point ]

149-151 °C
[density ]

1.45±0.1 g/cm3(Predicted)
[storage temp. ]

Inert atmosphere,2-8°C
[pka]

9.84±0.60(Predicted)
[Appearance]

White to yellow Solid
[InChI]

InChI=1S/C5H5ClN2O/c1-3-2-4(6)7-8-5(3)9/h2H,1H3,(H,8,9)
[InChIKey]

VCFUTDUJFGHTKM-UHFFFAOYSA-N
[SMILES]

C1(=O)NN=C(Cl)C=C1C
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P271-P260-P280
[HS Code ]

2933998090
Spectrum DetailBack Directory
[Spectrum Detail]

6-chloro-4-methyl-2H-pyridazin-3-one(1834-27-1)MS
6-chloro-4-methyl-2H-pyridazin-3-one(1834-27-1)1HNMR
6-chloro-4-methyl-2H-pyridazin-3-one(1834-27-1)IR1
6-chloro-4-methyl-2H-pyridazin-3-one(1834-27-1)IR2
Hazard InformationBack Directory
[Synthesis]

6-Chloro-3-methoxy-4-methylpyridazine

89466-38-6

6-chloro-4-methyl-2H-pyridazin-3-one

1834-27-1

The general procedure for the synthesis of 6-chloro-4-methyl-3-pyridazinone from 3-methoxy-4-methyl-6-chloropyridazine was as follows: 6-chloro-3-methoxy-4-methylpyridazine (3.31 g, 20.9 mmol) was dissolved in a 4:1 solvent mixture of dioxane and water (100 mL), and 12.0 M aqueous hydrochloric acid (1.91 mL, 23.0 mmol ), and the reaction was stirred at 60°C for 60 hours. After completion of the reaction, the reaction mixture was concentrated in vacuum, and the crude product obtained was purified by silica gel column chromatography with an elution gradient of 1-30% of a solvent mixture of dichloromethane and methanol (containing 2% of ammonia as an additive) to finally obtain 6-chloro-4-methyl-3-pyridazinone (2.99 g, 99% yield). The product was characterized by 1H NMR (400 MHz, DMSO-d6) with chemical shifts of 13.03 (s, 1H), 7.44 (s, 1H), 2.05 (s, 3H).

[References]

[1] Patent: WO2017/70708, 2017, A1. Location in patent: Paragraph 00548; 00549; 00550; 00552
[2] Yakugaku Zasshi, 1962, vol. 82, p. 1005,1009
[3] Chem.Abstr., 1963, vol. 58, # 4559,
[4] Yakugaku Zasshi, 1962, vol. 82, p. 304,307
[5] Chem.Abstr., 1963, vol. 58, # 3427,
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