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4-Chloro-2-cyanopyridine

4-Chloro-2-cyanopyridine structure

CAS No:
19235-89-3
Formula:
C6H3ClN2
Chemical Name:
4-Chloro-2-cyanopyridine
Synonyms:
2-Pyridinecarbonitrile,4-chloro-;Picolinonitrile,4-chloro-;4-Chloro-2-pyridinecarbonitrile;4-Chloropicolinonitrile;4-Chloro-2-cyanopyridine;2-Cyano-4-chloropyridine;4-Chloro-pyridine-2-carbonitrile
Categories:
Pharmaceutical Intermediates > Heterocyclic Compound

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Description

Type of white solid

4-Chloro-2-cyanopyridine Basic Attributes

Molecular Weight：

138.55

Exact Mass：

138.55

EC Number：

-0

DSSTox ID：

DTXSID60351222

HScode：

29333990

Characteristics

PSA：

36.7

XLogP3：

1.5

Density：

1.33±0.1 g/cm3(Predicted)

Melting Point：

107.5-108 °C

Boiling Point：

231.6±20.0 °C(Predicted)

Flash Point：

93.9±21.8 °C

Refractive Index：

1.566

Vapor Pressure：

0.0616mmHg at 25°C

Safety Information

Packing level：

III

Hazard category：

IRRITANT

Transport codes：

UN28116.1/PG3

wgk germany：

hazard class code：

22-41

safety instructions：

26-39

Marks：

Precautionary statement(s)：

P280-P301 + P310-P305 + P351 + P338

Hazard Statements：

H301-H318

GHS Classification：

|Danger|H301 (94.34%): Toxic if swallowed [Danger Acute toxicity, oral]|P264, P270, P280, P301+P310, P305+P351+P338, P310, P321, P330, P405, and P501|Aggregated GHS information provided by 53 companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

4-Chloro-2-cyanopyridine Use and Manufacturing

Methods of Manufacturing

Reference Example 110 To a solution of 4-chloropyridine N-oxide (5.0 g, 38.6 mmol) in CAN (100 mL) was added trimethylsilyl cyanide (7.7 g, 77.2 mmol) and TEA (8.1 mL, 57.9 mmol). The compound 2 (7.0 g, 44.7 mmol) and triethylamine (13 ml, 93.7mmol) were dissolved in dry EtOAc (50 ml) and the stirred solution was cooled to -5 °C in an ice-salt bath. Trifluoroacetic anhydride (13 ml, 92.2 mmol) was added dropwise to the chilled mixture over 45 min. The ice-salt bath was then removed and the reaction was warmed to room temperature and then stirred for another 30 min. The completion of reaction was detected by TLC, 10percent aqueous KEXAMPLE 74 To a stirred solution of 4-chloropyridine-2-carboxamide (150 mg, 0.96 mmol) in THF (5 ml) at -15 To a mixture of 4-chloropyridine-N-oxide (5.00 g, 38.6 mmol) and trimethylsilyl cycanide (4.84 g, 46.3 mmol) in dichloromethane (60 ml) cooled to 0° C. was added dropwise N, N-dimethylcarbamoyl chloride (3.8 ml, 40.5 mmol). To a mixture of 4-chloropyridine-N-oxide (5.00 g, 38.6 mmol) and trimethylsilyl cycanide (4.84 g, 46.3 mmol) in dichloromethane (60 ml) cooled to 0 °C was added dropwise N, N-dimethylcarbamoyl chloride (3.8 ml, 40.5 mmol). To a mixture of 4-chloropiridine-N-oxide (5.00 g, 38.6 mmol) and trimethylsilyl cyanide (4.84 g, 46.3 mmol) in dichloromethane (60 ml) cooled to 0° C. was added dropwise N, N-dimethylcarbamoyl chloride (3.8 ml, 40.5 mmol).

Uses

It is used to prepare a substrate of chiral dialkylaminopyridine containing C-2 hydroxyalkyl by biocatalysis.

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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