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6-Methyl-3(2H)-pyridazinone

6-Methyl-3(2H)-pyridazinone structure

CAS No:
13327-27-0
Formula:
C5H6N2O
Chemical Name:
6-Methyl-3(2H)-pyridazinone
Synonyms:
3(2H)-Pyridazinone,6-methyl-;6-Methyl-3(2H)-pyridazinone;3-Hydroxy-6-methylpyridazine;6-Methyl-3-pyridazinone;4-Methyl-5,6-diaza-2,4-cyclohexadien-1-one;NSC 10841;NSC 17180;6-Methyl-2H-pyridazin-3-one;6-Methyl-2H-pyridazine-3-one;6-Methylpyridazin-3-ol;3-Methyl-1H-pyridazin-6-one
Categories:
Pharmaceutical Intermediates > Heterocyclic Compound

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6-Methyl-3(2H)-pyridazinone Basic Attributes

Molecular Weight：

110.11

Exact Mass：

110.11

BRN：

109928

EC Number：

236-367-0

NSC Number：

17180|10841

DSSTox ID：

DTXSID60158036

HScode：

29339900

Characteristics

PSA：

41.5

XLogP3：

-0.4

Appearance：

colorless crystals

Density：

1.22±0.1 g/cm3(Predicted)

Melting Point：

138 °C

Boiling Point：

310.3ºC at 760 mmHg

Flash Point：

141.5ºC

Refractive Index：

1.577

Storage Conditions：

Room temperature.

Vapor Pressure：

0.000331mmHg at 25°C

Safety Information

Hazard category：

IRRITANT

hazard class code：

22-36/37/38

safety instructions：

22-24/25-37-26

Marks：

Precautionary statement(s)：

P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501

Hazard Statements：

H315

GHS Classification：

|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 6 companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

6-Methyl-3(2H)-pyridazinone Use and Manufacturing

Methods of Manufacturing

To a solution of 6-methyl-4, 5-dihydropyridazin-3(2H)-one (9.0 g, 80.26 mmol) in acetic acid (90 mL) was dropwise added bromine (7.68 g, 48.05 mmol) at 90 °C and the reaction mixture was stirred at 90 °C for 5-6 h. The excess of acetic acid was removed and the resultant residue was treated with an aqueous solution of sodium bicarbonate, filtered and the filter cake was dried to afford the title product (6.0 g, 68percent). Example 13A (23g, 205.4mmol) was dissolved in acetic acid (100mL) and liquid bromine (55.03g, 348.5mmol)was added dropwise to the above solution under vigorous stirring. The temperature during the dropwise addition did notexceed 40°C. After the addition, the mixture was reacted at 80°C for half an hour, cooled to room temperature, filteredand the filter cake was rinsed twice with methyl tert-butyl ether to give the title compound (20g, yield 87percent) which wasused directly in the next step without further purification. LCMS (ESI) m/z: 133[M+1]+. 1HNMR (CHLOROFORM-d, BrukerAvance 400MHz): ppm 7.36-7.39 (m, 1H), 6.69-6.89 (m, 1H), 2.22 (s, 3H).A mixture of 6-methylpyridazin-3(2H)-one (6.0 g, 54.49 mmol) and hydrazine hydrate (6.1 g, 122.6 mmol) was heated at 150-160 C for 18-20 h. The reaction mixture was concentrated, filtered and dried to afford the title product (5.0 g, 73%). 1H NMR (300 MHz, DMSO-d6): delta 12.21 (s, 1H), 6.21 (m, 2H), 6.07 (s, 1H), 2.06 (s, 3H); MS (m/z): 126.27 (M+H)+.

Uses

Intermediate of sulfa drug 3-sulfa-6-methylpyridazine

Computed Properties

Molecular Weight:110.11
XLogP3:-0.4
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Exact Mass:110.048012819
Monoisotopic Mass:110.048012819
Topological Polar Surface Area:41.5
Heavy Atom Count:8
Complexity:169
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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6-Methylpyridazin-3(2H)-one

CAS No.: 13327-27-0

Content: 99.00%

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CAS No.: 13327-27-0

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Guide of 6-Methyl-3(2H)-pyridazinone

Basic Attributes
Characteristics
Safety Information
Use and Manufacturing
Computed Properties
Recommended Suppliers
Latest News
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6-Methyl-3(2H)-pyridazinone

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