6-Chloronicotinamide supplier

Name
6-Chloronicotinamide
EINECS 228-456-8
CAS No. 6271-78-9
Article Data13
CAS DataBase
Density 1.381 g/cm³
Solubility
Melting Point 210-212 °C(lit.)
Formula C₆H₅ClN₂O
Boiling Point 331 °C at 760 mmHg
Molecular Weight 156.572
Flash Point 154 °C
Transport Information
Appearance
Safety 26-36/37/39-22
Risk Codes 36/37/38-20/21/22
Molecular Structure
Hazard Symbols Xn
Synonyms Nicotinamide,6-chloro- (6CI,7CI,8CI);2-Chloro-5-carbamoylpyridine;6-Chloro-3-pyridinecarboxamide;6-Chloronicotinamide;NSC 37821;
PSA 55.98000
LogP 1.53420

Synthetic route

: 33252-28-7
6-chloronicotinonitrile

: 6271-78-9
6-chloro-3-pyridinecarboxamide

Conditions

Conditions	Yield
With manganese(IV) oxide; water In isopropyl alcohol at 50℃; under 5171.62 Torr; for 0.166667h;	99%

: 39891-09-3
(6-chloro-pyridin-3-yl)-acetonitrile

: 6271-78-9
6-chloro-3-pyridinecarboxamide

Conditions

Conditions	Yield
With ammonium hydroxide; 5 wt% ruthenium/carbon; oxygen In tetrahydrofuran at 30℃; for 20h;	86%

: 33252-28-7
6-chloronicotinonitrile

: 917-64-6
methyl magnesium iodide

: 60-29-7
diethyl ether

A: 6271-78-9
6-chloro-3-pyridinecarboxamide

B: 55676-22-7
3-acetyl-6-chloropyridine

...Expand

: 5006-66-6
6-hydroxy-3-pyridinecarboxylic acid

: 6271-78-9
6-chloro-3-pyridinecarboxamide

Conditions

Conditions	Yield
With phosphorus pentachloride; trichlorophosphate at 120℃; Behandeln des entstandenen 6-Chlor-nicotinsaeure-chlorid mit Benzol und Ammoniak;
With trichlorophosphate Behandeln des Reaktionsprodukts in Aceton mit wss. NH3;

: 6311-35-9
6-bromonicotinic acid

: 6271-78-9
6-chloro-3-pyridinecarboxamide

Conditions

Conditions	Yield
With oxalyl dichloride; benzene Behandeln des Reaktionsgemisches mit wss. NH3;

: 3670-59-5
6-hydroxynicotinamide

: 6271-78-9
6-chloro-3-pyridinecarboxamide

Conditions

Conditions	Yield
With ammonium hydroxide; phosphorus pentachloride; trichlorophosphate

: 58757-38-3
6-Chloronicotinoyl chloride

: 6271-78-9
6-chloro-3-pyridinecarboxamide

Conditions

Conditions	Yield
With ammonia In toluene at 20℃; for 8h;	7.15 g
With ammonia In diethyl ether	9 g
With ammonia In water at 0℃; for 0.5h;

: 5326-23-8
6-Chloro-3-pyridinecarboxylic acid

: 6271-78-9
6-chloro-3-pyridinecarboxamide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: SOCl2 / 4 h / Heating 2: 9 g / NH3 gas / diethyl ether View Scheme
Multi-step reaction with 2 steps 1: SOCl2 / 15 h / Heating 2: 7.15 g / NH3*H2O / toluene / 8 h / 20 °C View Scheme
Multi-step reaction with 2 steps 1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 2 h / 0 - 25 °C 2: ammonia / water / 0.5 h / 0 °C View Scheme

: 18368-64-4
2-chloro-5-methylpyridine

: 6271-78-9
6-chloro-3-pyridinecarboxamide

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 60.1 percent / KMnO4 / H2O / 5 h / Heating 2: SOCl2 / 15 h / Heating 3: 7.15 g / NH3*H2O / toluene / 8 h / 20 °C View Scheme

: 1603-41-4
(5-methyl-pyridin-2-yl)amine

: 6271-78-9
6-chloro-3-pyridinecarboxamide

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: bromine; aqueous sodium nitrite solution; aqueous hydrobromic acid 2: aqueous KMnO4 3: oxalyl chloride; benzene / Behandeln des Reaktionsgemisches mit wss. NH3 View Scheme

: 3510-66-5
2-Bromo-5-methylpyridine

: 6271-78-9
6-chloro-3-pyridinecarboxamide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: aqueous KMnO4 2: oxalyl chloride; benzene / Behandeln des Reaktionsgemisches mit wss. NH3 View Scheme

: 105827-78-9
1-(6-chloronicotinyl)-2-nitroiminoimidazoline

A: 616-45-5
2-pyrrolidinon

B: 5326-23-8
6-Chloro-3-pyridinecarboxylic acid

C: 6271-78-9
6-chloro-3-pyridinecarboxamide

D: 23100-12-1
6-chloronicotinylaldehyde

E: 463-04-7
n-Amyl nitrite

F: 625-74-1
1-nitroisobutane

G: 120868-66-8
1-[(6-chloro-3-pyridinyl)-methyl]-imidazolidin-2-one

Conditions

Conditions	Yield
With phosphotungstic acid supported on mesoporous sieve MCM-41 In water for 14h; Irradiation;

...Expand

: 6311-35-9
6-bromonicotinic acid

: 79-37-8
oxalyl dichloride

: 6271-78-9
6-chloro-3-pyridinecarboxamide

Conditions

Conditions	Yield
With ammonia

: 6271-78-9
6-chloro-3-pyridinecarboxamide

: 1012330-00-5
2-(3-(biphenyl-4-yl)-1-(tert-butyldimethylsilyloxy)propyl)-5-(tributylstannyl)oxazole

: 1012330-20-9
6-(2-(3-(biphenyl-4-yl)-1-(tert-butyldimethylsilyloxy)propyl)oxazol-5-yl)pyridine-3-carboxamide

Conditions

Conditions	Yield
tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane for 24h; Stille coupling; Heating;	100%

: 6271-78-9
6-chloro-3-pyridinecarboxamide

: 137-07-5
2-amino-benzenethiol

: 165901-23-5
6-aminopyridine-3-carboxamide

Conditions

Conditions	Yield
With acetic acid for 24h; Heating;	98%

: 6271-78-9
6-chloro-3-pyridinecarboxamide

: 73874-95-0
(piperidin-4-yl)carbamic acid tert-butyl ester

: 252577-79-0
tert-butyl (1-(5-carbamoylpyridin-2-yl)piperidin-4-yl)carbamate

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In acetonitrile at 90℃; for 48h;	98%
With N-ethyl-N,N-diisopropylamine In acetonitrile for 48h; Reflux;	98%
With N-ethyl-N,N-diisopropylamine In acetonitrile for 48h; Reflux;	98%

: 6271-78-9
6-chloro-3-pyridinecarboxamide

: 15174-69-3
4-hydroxy-3-methyl-benzaldehyde

: 676494-24-9
6-(4-formyl-2-methyl-phenoxy)-nicotinonitrile

Conditions

Conditions	Yield
With potassium carbonate In DMF (N,N-dimethyl-formamide) at 100℃; for 4h;	97%

: 6271-78-9
6-chloro-3-pyridinecarboxamide

: 109-85-3
2-methoxyethylamine

: 672324-66-2
C9H13N3O2

Conditions

Conditions	Yield
With sodium carbonate In i-Amyl alcohol at 25 - 130℃; for 16h;	96%

: 6271-78-9
6-chloro-3-pyridinecarboxamide

: 51706-55-9
4-(2-amino-2-methylpropyl)phenol

: 189119-36-6
6-[4-(2-amino-2-methylpropyl)-phenoxy]-pyridine-3-carboxamide

Conditions

Conditions	Yield
With potassium carbonate In 2,2,4-trimethylpentane; N,N-dimethyl acetamide at 140℃; for 6h;	93%

: 4-(2-amino-2-methylpropyl)phenol acetic acid salt

: 6271-78-9
6-chloro-3-pyridinecarboxamide

: 189119-36-6
6-[4-(2-amino-2-methylpropyl)-phenoxy]-pyridine-3-carboxamide

Conditions

Conditions	Yield
With potassium carbonate In 2,2,4-trimethylpentane; N,N-dimethyl acetamide at 140℃; for 5.5h; Azeotropic water removal;	93%

: 6271-78-9
6-chloro-3-pyridinecarboxamide

: 89878-14-8
3-Diethylboranylpyridine

: 164074-61-7
5-carbamoyl-2,3'-bipyridine

Conditions

Conditions	Yield
With potassium carbonate; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran; water for 6h; Heating;	92%

: 121-32-4
4-hydroxy-3-ethoxybenzaldehyde

: 6271-78-9
6-chloro-3-pyridinecarboxamide

: 676495-31-1
6-(2-ethoxy-4-formyl-phenoxy)nicotinonitrile

Conditions

Conditions	Yield
With potassium carbonate In DMF (N,N-dimethyl-formamide) at 110℃; for 1h;	90%

: 6271-78-9
6-chloro-3-pyridinecarboxamide

: 33252-28-7
6-chloronicotinonitrile

Conditions

Conditions	Yield
With trichlorophosphate In chloroform for 2.5h; Heating;	88%
With chloroform; trichlorophosphate
With trichlorophosphate In chloroform; water	10.3 g (83 %)
With 1,3,5-trichloro-2,4,6-triazine In N,N-dimethyl-formamide at 0℃; for 2h;

: 6271-78-9
6-chloro-3-pyridinecarboxamide

: 10210-17-0
3-(4-hydroxyphenyl)propan-1-ol

: 676493-92-8
6-[4-(3-hydroxy-propyl)-phenoxy]-nicotinamide

Conditions

Conditions	Yield
With potassium carbonate In 2,2,4-trimethylpentane; ISOPROPYLAMIDE for 6h; Heating / reflux;	87%

: 6271-78-9
6-chloro-3-pyridinecarboxamide

: 6-chloronicotinamide-1-oxide

Conditions

Conditions	Yield
With urea hydrogen peroxide adduct; trifluoroacetic acid Ambient temperature;	86%

: 6271-78-9
6-chloro-3-pyridinecarboxamide

: 540-38-5
4-Iodophenol

: 676495-46-8
6-(4-iodo-phenoxy)-nicotinamide

Conditions

Conditions	Yield
With potassium carbonate In ISOPROPYLAMIDE at 200℃; for 3h;	85%

: 6271-78-9
6-chloro-3-pyridinecarboxamide

: 15532-75-9
1-(3-Trifluoromethylphenyl)piperazine

: 219130-31-1
6-[4-[3-(trifluoromethyl)phenyl]-1-piperazinyl]-3-pyridinecarboxamide

Conditions

Conditions	Yield
With sodium carbonate In N,N-dimethyl-formamide at 60℃;	76%
With sodium carbonate In (2S)-N-methyl-1-phenylpropan-2-amine hydrate; 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran; N,N-dimethyl-formamide

: 872536-92-0
3,7-dichloro-4-methyl-4H-1,2,4-thiadiazine 1,1-dioxide

: 6271-78-9
6-chloro-3-pyridinecarboxamide

: 6-chloro-N-(7-chloro-4-methyl-1,1-dioxo-1,4-dihydro-1λ6-benzo[1,2,4]thiadiazin-3-yl)-nicotinamide

Conditions

Conditions	Yield
With sodium hydride In tetrahydrofuran at 0 - 20℃;	75%

: 5382-16-1
4-HYDROXYPIPERIDINE

: 6271-78-9
6-chloro-3-pyridinecarboxamide

: 1429414-74-3
6-(4-hydroxypiperidin-1-yl)nicotinamide

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine at 110℃; for 8h;	75%
With N-ethyl-N,N-diisopropylamine at 110℃; for 8h;	75%
With N-ethyl-N,N-diisopropylamine at 110℃; for 8h;	75%

: 6271-78-9
6-chloro-3-pyridinecarboxamide

: 107089-78-1
3-chloro-4-phenyl 4H-1,2,4-benzothiadiazine 1,1-dioxide

: 6-chloro-N-(1,1-dioxo-4-phenyl-1,4-dihydro-1λ6-benzo[1,2,4]thiadiazin-3-yl)-nicotinamide

Conditions

Conditions	Yield
With sodium hydride In tetrahydrofuran at 0 - 20℃;	72%

: 6271-78-9
6-chloro-3-pyridinecarboxamide

: 720689-55-4
3-cyclobutyl-2,3,4,5-tetrahydro-1H-benzo[d]azepin-7-ol

: 6-[(3-cyclobutyl-2,3,4,5-tetrahydro-1H-3-benzazepin-7-yl)oxy]pyridine-3-carboxamide

Conditions

Conditions	Yield
Stage #1: 3-cyclobutyl-2,3,4,5-tetrahydro-1H-benzo[d]azepin-7-ol With sodium hydride In dimethyl sulfoxide; mineral oil for 0.5h; Stage #2: 6-chloro-3-pyridinecarboxamide In dimethyl sulfoxide; mineral oil at 120℃;	71%

: 40499-83-0
pyrrolidin-3-ol

: 6271-78-9
6-chloro-3-pyridinecarboxamide

: 1429414-76-5
6-(3-hydroxypyrrolidin-1-yl)nicotinamide

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 125℃; for 24h; Inert atmosphere;	70%
With potassium carbonate In N,N-dimethyl-formamide at 125℃; for 24h; Inert atmosphere;	70%

: 6271-78-9
6-chloro-3-pyridinecarboxamide

: (Z)-6-chloro-N-((dimethylamino)methylene)nicotinamide

Conditions

Conditions	Yield
	69%

: 6271-78-9
6-chloro-3-pyridinecarboxamide

: 87223-77-6
ethyl 3-amino-1H-indole-2-carboxylate

: 87223-82-3
5,6-dihydro-6-oxopyrido<1',2':1,2>pyrimido<5,4-b>indole-9-carboxamide

Conditions

Conditions	Yield
at 180 - 190℃; for 0.25h;	68%

: 6271-78-9
6-chloro-3-pyridinecarboxamide

: 5471-51-2
4-(4-hydroxyphenyl)-2-oxobutane

: 189120-09-0
6-[4-(3-oxo-butyl)-phenoxy]-nicotinamide

Conditions

Conditions	Yield
With potassium carbonate In 2,2,4-trimethylpentane; ISOPROPYLAMIDE for 6h; Heating / reflux;	67%

: 6271-78-9
6-chloro-3-pyridinecarboxamide

: 123-08-0
4-hydroxy-benzaldehyde

: 676494-70-5
6-(4-formylphenoxy)pyridine-3-carboxamide

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 100℃;	63%
With potassium carbonate In ISOPROPYLAMIDE at 130℃; for 18h; Product distribution / selectivity;	49%
With potassium carbonate In DMF (N,N-dimethyl-formamide) at 130℃; for 18h; Product distribution / selectivity;	46%

: 6271-78-9
6-chloro-3-pyridinecarboxamide

: (S)-9-ethylamino-5-(piperidan-4-yl)methyl-1,2,3,3a,4,5-hexahydro-5,8,10,10b-tetraazabenzo[e]azulen-6-one dihydrochloride

: 1092111-73-3
(S)-9-Ethylamino-5-[1-(5-aminocarbonylpyridin-2-yl)piperidin-4-yl]methyl-1,2,3,3a,4,5-hexahydro-5,8,10,10b-tetraazabenzo[e]azulen-6-one

Conditions

Conditions	Yield
With triethylamine In ethanol at 140℃; for 2h; microwave irradiation;	62%

: 6271-78-9
6-chloro-3-pyridinecarboxamide

: 3032-92-6
4-cyanophenylacetylene

: 135-02-4
ortho-anisaldehyde

: C23H16ClN3O2

Conditions

Conditions	Yield
With (triphenylphosphine)gold(I) chloride; silver trifluoromethanesulfonate In toluene at 150℃; for 6h; Inert atmosphere;	62%

...Expand

: 111-49-9
hexamethylene imine

: 6271-78-9
6-chloro-3-pyridinecarboxamide

: 6-azepan-1-yl-nicotinamide

Conditions

Conditions	Yield
In dimethyl sulfoxide at 60℃; for 12h;	57%

: 6271-78-9
6-chloro-3-pyridinecarboxamide

: 361437-00-5
(4-(4-fluorophenoxy)phenyl)boronic acid

: 6-[4-(4-fluoro-phenoxy)-phenyl]-nicotinamide

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,2-dimethoxyethane at 85℃; Suzuki coupling;	55%

: 6271-78-9
6-chloro-3-pyridinecarboxamide

: 5326-23-8
6-Chloro-3-pyridinecarboxylic acid

Conditions

Conditions	Yield
With acetic acid; isopentyl nitrite at 80℃; for 6h; Inert atmosphere;	53%

6-Chloronicotinamide Chemical Properties

Molecular Formula: C₆H₅ClN₂O
Molar mass: 156.5697 g/mol
Density: 1.381 g/cm³
Flash Point: 154 °C
Index of Refraction: 1.588
Melting point: 210-212 °C(lit.)
Boiling Point: 331 °C at 760 mmHg
Vapour Pressure: 0.00016 mmHg at 25°C
Structure of 6-Chloronicotinamide(6271-78-9):

Synonyms of 6-Chloronicotinamide(6271-78-9): 6-chloropyridine-3-carboxamide ;Nicotinamide, 6-chloro- ;3-Pyridinecarboxamide, 6-chloro- ;2-Chloropyridine-5-carboxamide
Product Categoriy of 6-Chloronicotinamide(6271-78-9): Pyridines ;Halopyridines ;Chloropyridines ;Halogenated Heterocycles ;blocks ;Heterocyclic Building Blocks

6-Chloronicotinamide Safety Profile

Hazard Note: Irritant
Hazard Codes:Xi

,Xn

Risk Statements:
20: Harmful by inhalation
21: Harmful in contact with skin
22: Harmful if swallowed
36: Irritating to the eyes
37: Irritating to the respiratory system
38: Irritating to the skin
Safety Statements:
22: Do not breathe dust
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36: Wear suitable protective clothing
37: Wear suitable gloves
39: Wear eye/face protection

Product Name

6-Chloronicotinamide

Synthetic route

6-Chloronicotinamide Chemical Properties

6-Chloronicotinamide Safety Profile

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