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2-Cyano-3-chloropyridine

2-Cyano-3-chloropyridine structure

CAS No:
38180-46-0
Formula:
C6H3ClN2
Chemical Name:
2-Cyano-3-chloropyridine
Synonyms:
3-Chloropicolinonitrile;3-Chloro-2-cyanopyridine ,95%;2-Cyano-3-chloropyri;3-Chloro-2-cyanopyridine, 3-Chloropicolinonitrile;2-CYANO-3-CHLOROPYRIDINE;3-CHLORO-2-PYRIDINECARBONITRILE;3-CHLORO-2-CYANOPYRIDINE;3-CHLOROPYRIDINE-2-CARBONITRILE
Categories:
Pharmaceutical Intermediates > Heterocyclic Compound

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Description

Light Yellow Solid

2-Cyano-3-chloropyridine Basic Attributes

Molecular Weight：

138.55

Exact Mass：

137.998474

EC Number：

1312995-182-4

HScode：

29333990

Characteristics

PSA：

36.7

XLogP3：

1.5

Appearance：

Light Yellow Solid

Density：

1.3±0.1 g/cm3

Melting Point：

81-83°C

Boiling Point：

100°C/3mmHg(lit.)

Flash Point：

111.4±21.8 °C

Refractive Index：

1.566

Safety Information

Packing level：

Ⅲ

Hazard category：

IRRITANT-HARMFUL

Transport codes：

2811

hazard class code：

25-36/37/38-20/21/22

safety instructions：

45-36/37-22

Marks：

T,Xi

Precautionary statement(s)：

P261, P264, P270, P271, P280, P301+P310, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P311, P312, P321, P322, P330, P332+P313, P337+P313, P361, P362, P363, P403+P233, P405, P501

Hazard Statements：

H301+H311+H331

GHS Classification：

|Danger|H301+H311+H331 (11.11%): Toxic if swallowed, in contact with skin or if inhaled [Danger Acute toxicity, oral; acute toxicity, dermal; acute toxicity, inhalation]|P261, P264, P270, P271, P280, P301+P310, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P311, P312, P321, P322, P330, P332+P313, P337+P313, P361, P362, P363, P403+P233, P405, and P501|Aggregated GHS information provided by 9 companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

2-Cyano-3-chloropyridine Use and Manufacturing

S-Chloro-pyridine^-carbonitrile (145-C).; To a solution of compound 145-B, (22.37 g, 172.7 mmol) in acetonitrile (175 mL) was added triethylamine (48 mL, 346 mmol) and TMS-CN (56 mL, 420 mmol). The solution was heated at reflux for 20 h then evaporated in vacuo. The residue was partitioned between EtOAc (250 mL), 10percent aqueous Na3-chloro-pyridine-2-carbonitrile (145-C).At room temperature, 2-cyano-3-hydroxypyridine 0.46 g was added to a three-necked flask. Under a nitrogen atmosphere, 3.0 ml of toluene and 1.31 g of phosphorus pentachloride were added at a bath temperature of 120 ° C for 10 hours. The mixture was allowed to cool to 70 ° C and water was added to the solution and the aqueous layer was extracted with toluene. The organic layer thus obtained was washed with saturated aqueous sodium hydrogencarbonate solution and concentrated under reduced pressure to obtain 8.28 g of a solution containing 0.27 g of 2-cyano-3-chloropyridine. The yield of 2-cyano-3-chloropyridine was 50percent based on 2-cyano-3-hydroxypyridine.44B. 44B. Production (1) [0728] A mixture of 29.6 g of 2, 3-dichloropyridine, 46.97 g of zinc cyanide, 11.56 g of tetratris(triphenylphosphine)palladium(0) and 150 mL of NMP was stirred at 100°C for 2 hours. Water was added to the reaction mixture cooled to room temperature, and the mixture was extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate and then concentrated under reduced pressure, and the resulting residue was applied to a silica gel column chromatography to obtain 9.08 g of 3-chloropyridine-2-carbonitrile. 3-Chloropyridine-2-carbonitrile

Computed Properties

Molecular Weight:138.55
XLogP3:1.5
Hydrogen Bond Acceptor Count:2
Exact Mass:137.9984758
Monoisotopic Mass:137.9984758
Topological Polar Surface Area:36.7
Heavy Atom Count:9
Complexity:137
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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