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4-CHLORO-7-(3-CHLORO-PROPOXY)-6-METHOXY-QUINOLINE-3-CARBONITRILE

4-CHLORO-7-(3-CHLORO-PROPOXY)-6-METHOXY-QUINOLINE-3-CARBONITRILE structure

CAS No:
214470-68-5
Formula:
C14H12Cl2N2O2
Chemical Name:
4-CHLORO-7-(3-CHLORO-PROPOXY)-6-METHOXY-QUINOLINE-3-CARBONITRILE
Synonyms:
4-CHLORO-7-(3-CHLORO-PROPOXY)-6-METHOXY-QUINOLINE-3-CARBONITRILE;4-Chloro-7-(3-chloropropoxy)-3-cyano-6-methoxyquinoline;4-Chloro-7-(3-chloropropoxy)-3-cyano-6-methyloxyquinoline;4-Chloro-7-(3-chloropropoxy)-6-methoxy-3-quinolinecarbonitrile;7-(3-chloro-propoxy)-4-chloro-6-Methoxy-quinoline-3-carbonitrile;3-Quinolinecarbonitrile, 4-chloro-7-(3-chloropropoxy)-6-Methoxy-
Categories:
Pharmaceutical Intermediates > Heterocyclic Compound

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4-CHLORO-7-(3-CHLORO-PROPOXY)-6-METHOXY-QUINOLINE-3-CARBONITRILE Basic Attributes

Molecular Weight：

311.16328

Exact Mass：

310.027588

EC Number：

1592732-453-0

DSSTox ID：

DTXSID20459233

Characteristics

PSA：

55.1

XLogP3：

3.4

Density：

1.37

Boiling Point：

478.1°C at 760 mmHg

Flash Point：

243.0±27.3 °C

Refractive Index：

1.608

Vapor Pressure：

2.64E-09mmHg at 25°C

4-CHLORO-7-(3-CHLORO-PROPOXY)-6-METHOXY-QUINOLINE-3-CARBONITRILE Use and Manufacturing

A mixture of compound 25 (31.2 g, 0.10 mol), 2, 4-dichloro-5-methoxyaniline (30, 21.1 g, 0.11 mol), and pyridine hydrochloride (12.8 g, 0.11 mol) in 2-methoxyethanol (150 g) was heated to 120 C for 3 h. The suspension was cooled to r.t. and poured into water (600 g) while stirring. The resulting solid was filtered, washed with water (2 × 40 g), and dried at 50 C to give product 31 (35.9 g, 77%) as an off-white solid. 1H NMR (400 MHz, DMSO-d6): delta = 2.28 (m, J = 6.0 Hz, 2 H), 3.82 (t, J = 6.0 Hz, 2 H), 3.87 (s, 3 H), 3.97 (s, 3 H), 4.30 (t, J = 6.0 Hz, 2 H), 7.35(s, 1 H), 7.37 (s, 1 H), 7.75 (s, 1 H), 7.85 (s, 1 H), 8.43 (s, 1 H), 9.63 (s, 1H).13C NMR (100 MHz, DMSO-d6): delta = 31.9, 42.1, 56.7, 57.3, 65.8, 86.9, 102.4, 110.0, 113.1, 114.0, 117.4, 120.9, 123.6, 130.3, 136.7, 146.2, 149.8, 149.9, 151.3, 152.9, 154.5.MS (ESI): m/z = 468.0 [M + H]+.A solution of 2, 4-dichloro-5-methoxyaniline (1.9 g, 10 mmol), pyridine hydrochloride (1.2 g, 10 mmol) and4-chloro-7-(3-chloro-propoxy) -6-methoxy-quinoline-3-carbonitrile (3.1 g, 10 mmol)Placed in sealed tube, Anhydrous 2-ethoxyethanol (30 mL) was added, The mixture was heated at 140 C for 2 hours.After completion of the reaction, After the reaction solution was cooled to room temperature, Diluted with water (500 mL)Dichloromethane extraction (250 mL X2), The organic phases were combined, Respectively, with water, Washed with a saturated saline solution, Dried over anhydrous sodium sulfate, filter, Concentrated under reduced pressure, Purified by column chromatography7-(3-chloro-propoxy) _4_ (2, 4-dichloro-5-methoxy-phenylamino)-6-methoxy-quinoline-3-carbonitrile(Gray solid, 3.0 g), Yield 67%.

Computed Properties

Molecular Weight:311.2
XLogP3:3.4
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:5
Exact Mass:310.0275830
Monoisotopic Mass:310.0275830
Topological Polar Surface Area:55.1
Heavy Atom Count:20
Complexity:360
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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Guide of 4-CHLORO-7-(3-CHLORO-PROPOXY)-6-METHOXY-QUINOLINE-3-CARBONITRILE

Basic Attributes
Characteristics
Use and Manufacturing
Computed Properties
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4-CHLORO-7-(3-CHLORO-PROPOXY)-6-METHOXY-QUINOLINE-3-CARBONITRILE

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