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N-Methyl-4-chloropyridine-2-carboxamide

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Name

N-Methyl-4-chloropyridine-2-carboxamide

EINECS 606-888-1
CAS No. 220000-87-3 Density 1.264 g/cm3
PSA 41.99000 LogP 1.48550
Solubility N/A Melting Point 41-43 °C
Formula C7H7ClN2O Boiling Point 317.8 °C at 760 mmHg
Molecular Weight 170.598 Flash Point 146 °C
Transport Information N/A Appearance pale-yellow solid
Safety 26 Risk Codes 22-36
Molecular Structure Molecular Structure of 220000-87-3 (N-Methyl-4-chloropyridine-2-carboxamide) Hazard Symbols Xn
Synonyms

2-(N-Methylcarbamoyl)-4-chloropyridine;4-Chloro-N-methyl-2-pyridinecarboxamide;4-Chloropyridine-2-carboxylicacid methylamide;N-Methyl-4-chloropicolinamide;

Article Data 105

N-Methyl-4-chloropyridine-2-carboxamide Synthetic route

24484-93-3

4-Chloro-pyridine-2-carboxylic acid methyl ester

74-89-5

methylamine

220000-87-3

4-chloro-N-methylpicolinamide

Conditions
ConditionsYield
With magnesium chloride In tetrahydrofuran at 20℃; for 2.25h;98.5%
In methanol at 0 - 5℃; for 2h;98%
magnesium chloride In tetrahydrofuran at 20℃; for 2.25h;98.5%
74-89-5

methylamine

methyl 4-chloropyridine-2-carboxylate hydrochloride

220000-87-3

4-chloro-N-methylpicolinamide

Conditions
ConditionsYield
In tetrahydrofuran at 0 - 10℃; for 6h; Temperature; Solvent;98%
In tetrahydrofuran; methanol at 0 - 5℃; for 5h; Product distribution / selectivity;97%
In tetrahydrofuran; methanol at 0 - 5℃; Inert atmosphere;97%

methyl 4-chloropyridine-2-carboxylate hydrochloride

220000-87-3

4-chloro-N-methylpicolinamide

Conditions
ConditionsYield
With methylamine In tetrahydrofuran; methanol; ethyl acetate97%
With methylamine In tetrahydrofuran; methanol; ethyl acetate97%
With methylamine In tetrahydrofuran; methanol; ethyl acetate97%
With methylamine In tetrahydrofuran; methanol; ethyl acetate97%
With methylamine In tetrahydrofuran; methanol at 0 - 3℃; for 4h;

methyl 4-chloropyridine-2-carboxylate hydrochloride

A

of4-chloro-N-methyl-2-pyridinecarboxamide

of4-chloro-N-methyl-2-pyridinecarboxamide

B

220000-87-3

4-chloro-N-methylpicolinamide

Conditions
ConditionsYield
With methylamine In tetrahydrofuran; methanol; ethyl acetateA 97%
B n/a

4-chloro-2-pyridine carboxylic acid chloride hydrochloride

74-89-5

methylamine

220000-87-3

4-chloro-N-methylpicolinamide

Conditions
ConditionsYield
In tetrahydrofuran at 0 - 20℃; for 5h; Inert atmosphere;94%
With sodium hydroxide In tetrahydrofuran at -5℃; for 3h; Temperature; Solvent;93%
In tetrahydrofuran; methanol at 0 - 3℃; for 4h; Product distribution / selectivity;88%
63071-13-6

4-chloro-2-pyridinecarbaldehyde

74-89-5

methylamine

220000-87-3

4-chloro-N-methylpicolinamide

Conditions
ConditionsYield
In methanol at 0 - 25℃; for 6h;82.1%
74-89-5

methylamine

220000-87-3

4-chloro-N-methylpicolinamide

Conditions
ConditionsYield
Stage #1: methyl 4-chloropyridine-2-carboxylate hydrochloride With magnesium chloride In tetrahydrofuran at 20℃; for 0.0833333h;
Stage #2: methylamine at 20℃; for 16.3333h;
81%
Stage #1: methyl 4-chloropyridine-2-carboxylate hydrochloride With magnesium chloride In tetrahydrofuran at 20℃; for 0.0833333h;
Stage #2: methylamine In tetrahydrofuran at 20℃; for 16.33h;
81%
53750-66-6

4-chloro-pyridine-2-carbonyl chloride

74-89-5

methylamine

220000-87-3

4-chloro-N-methylpicolinamide

Conditions
ConditionsYield
In dichloromethane at 0 - 20℃; for 3.5h;81%
In dichloromethane at 0 - 20℃; for 3h;81%
With triethylamine In tetrahydrofuran; water for 3h; Cooling with ice;78%
5470-22-4

4-chloropicolinic acid

74-89-5

methylamine

220000-87-3

4-chloro-N-methylpicolinamide

Conditions
ConditionsYield
Stage #1: 4-chloropicolinic acid With thionyl chloride at 80℃; for 3h;
Stage #2: methylamine With triethylamine In dichloromethane at 20 - 27℃; for 2h;
46%
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 48h;22%
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In tetrahydrofuran at 20℃; for 3h;
With hydrogenchloride In ethanol; water at 120℃; for 4h; Solvent; Temperature;15.2 g
98-98-6

2-Picolinic acid

74-89-5

methylamine

220000-87-3

4-chloro-N-methylpicolinamide

Conditions
ConditionsYield
Stage #1: 2-Picolinic acid With thionyl chloride In N,N-dimethyl-formamide at 45 - 72℃; for 72h;
Stage #2: methylamine In tetrahydrofuran; water at 0 - 20℃; for 4h; Temperature;
39%
Stage #1: 2-Picolinic acid With thionyl chloride In N,N-dimethyl-formamide
Stage #2: methylamine
Stage #1: 2-Picolinic acid With thionyl chloride; N,N-dimethyl-formamide at 45 - 75℃; for 72h;
Stage #2: methylamine In tetrahydrofuran; water at 0 - 25℃; for 4h;

N-Methyl-4-chloropyridine-2-carboxamide Chemical Properties

Product Name: N-Methyl-4-chloropyridine-2-carboxamide
Molecular Structure of N-Methyl-4-chloropyridine-2-carboxamide (CAS NO.220000-87-3):

Molecular Formula: C7H7ClN2O
Molecular Weight: 170.5963
Synonyms of N-Methyl-4-chloropyridine-2-carboxamide (CAS NO.220000-87-3): 4-Chloropyridine-2-carboxylic acid methylamide ; N-Methyl-4-chloro-2-pyridinecarboxamide
CAS NO: 220000-87-3
Classification Code: blocks ; Carboxes ; Pyridines ; Pyridine ; Amines ; Aromatics ; Heterocycles
Melting Point: 41-43°C 
Index of Refraction: 1.547
Molar Refractivity: 42.86 cm3
Molar Volume: 134.9 cm3
Surface Tension: 45.4 dyne/cm
Density: 1.264 g/cm3
Flash Point: 146 °C
Enthalpy of Vaporization: 55.93 kJ/mol
Boiling Point: 317.8 °C at 760 mmHg
Vapour Pressure of N-Methyl-4-chloropyridine-2-carboxamide (CAS NO.220000-87-3): 0.000375 mmHg at 25°C 

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