Product Name

  • Name

    4-Amino-2,6-dichloropyridine

  • EINECS -0
  • CAS No. 2587-02-2
  • Article Data22
  • CAS DataBase
  • Density 1.497 g/cm3
  • Solubility
  • Melting Point 169-173 °C(lit.)
  • Formula C5H4Cl2N2
  • Boiling Point 336.7 °C at 760 mmHg
  • Molecular Weight 163.006
  • Flash Point 157.4 °C
  • Transport Information
  • Appearance white crystals
  • Safety 26-36-37/39
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 2587-02-2 (4-Amino-2,6-dichloropyridine)
  • Hazard Symbols IrritantXi
  • Synonyms Pyridine,4-amino-2,6-dichloro- (6CI,7CI,8CI);(2,6-Dichloropyridin-4-yl)amine;2,6-Dichloro-4-aminopyridine;2,6-Dichloropyridin-4-amine;NSC 136573;
  • PSA 38.91000
  • LogP 2.55180

Synthetic route

2,6-dichloro-4-nitro-pyridine
25194-01-8

2,6-dichloro-4-nitro-pyridine

2,6-dichloro-[4]pyridylamine
2587-02-2

2,6-dichloro-[4]pyridylamine

Conditions
ConditionsYield
With hydrogenchloride; iron In ethanol; water at 95℃; for 16h;95.1%
With hydrogenchloride; water; iron In ethanol at 95℃; for 16h;95.1%
With ammonium hydroxide In tetrahydrofuran at 95℃; for 4h;82%
2,6-dichloropyridine-4-carboxylic acid
5398-44-7

2,6-dichloropyridine-4-carboxylic acid

trifluoroacetic acid
76-05-1

trifluoroacetic acid

2,6-dichloro-[4]pyridylamine
2587-02-2

2,6-dichloro-[4]pyridylamine

Conditions
ConditionsYield
Stage #1: 2,6-dichloropyridine-4-carboxylic acid; trifluoroacetic acid With sodium azide; oxalyl dichloride In dichloromethane Curtius Rearrangement; Heating / reflux;
Stage #2: With potassium carbonate In methanol
78%
2,4,6-trichloropyridine
16063-69-7

2,4,6-trichloropyridine

A

2,6-dichloro-[4]pyridylamine
2587-02-2

2,6-dichloro-[4]pyridylamine

B

2-amino-4,6-dichloropyridine
116632-24-7

2-amino-4,6-dichloropyridine

Conditions
ConditionsYield
With ammonium hydroxide In water at 130℃; for 4h;A n/a
B 67%
With ammonium hydroxide at 160℃;
2,6-dichloropyridine
2402-78-0

2,6-dichloropyridine

2,6-dichloro-[4]pyridylamine
2587-02-2

2,6-dichloro-[4]pyridylamine

Conditions
ConditionsYield
Stage #1: 2,6-dichloropyridine With 2,2,6,6-tetramethylpiperidinylmagnesium chloride lithium chloride complex Inert atmosphere;
Stage #2: With C10H17NO In tetrahydrofuran; toluene at -25℃; for 2h; Inert atmosphere;
Stage #3: With ammonium chloride In tetrahydrofuran; water; toluene Inert atmosphere;
64%
Multi-step reaction with 3 steps
1: CF3COOH; aq. H2O2 / 6.5 h / Heating
2: HNO3; H2SO4 / 160 °C
3: AcOH; Fe / Heating
View Scheme
Multi-step reaction with 3 steps
1: potassium carbonate; trifluoroacetic acid; dihydrogen peroxide / chloroform; water
2: nitric acid; sulfuric acid
3: hydrogenchloride / ethanol; water
View Scheme
2,6-dichloropyridine
2402-78-0

2,6-dichloropyridine

A

2,6-dichloro-[4]pyridylamine
2587-02-2

2,6-dichloro-[4]pyridylamine

B

2,2',6,6'-tetrachloro-4,4'-bipyridine
53344-76-6

2,2',6,6'-tetrachloro-4,4'-bipyridine

Conditions
ConditionsYield
With potassium permanganate; ammonia; potassium amide 1.) DME, -70 deg C, 2.) DME, -70 deg C; Yield given. Multistep reaction. Yields of byproduct given;
2.6-dichloro-4-ethoxycarbonylamino-pyridine

2.6-dichloro-4-ethoxycarbonylamino-pyridine

2,6-dichloro-[4]pyridylamine
2587-02-2

2,6-dichloro-[4]pyridylamine

Conditions
ConditionsYield
With potassium hydroxide
2,6-Dichloro-N-(2,2,2-trifluoro-acetyl)-isonicotinamide

2,6-Dichloro-N-(2,2,2-trifluoro-acetyl)-isonicotinamide

2,6-dichloro-[4]pyridylamine
2587-02-2

2,6-dichloro-[4]pyridylamine

Conditions
ConditionsYield
With potassium carbonate In methanol for 8h;5.93 g
2,6-dichloroisonicotinoyl chloride
42521-08-4

2,6-dichloroisonicotinoyl chloride

2,6-dichloro-[4]pyridylamine
2587-02-2

2,6-dichloro-[4]pyridylamine

Conditions
ConditionsYield
Stage #1: 2,6-dichloroisonicotinoyl chloride With sodium azide In water; acetone
Stage #2: With trifluoroacetic acid In benzene for 16h; Heating;
Stage #3: With potassium carbonate In methanol for 8h;
5.93 g
Multi-step reaction with 3 steps
1: sodium azide / water; acetone / 0.03 h / 25 °C
2: trifluoroacetic acid / benzene / 21 h / 90 °C
3: potassium carbonate / methanol / 7.5 h / 25 °C
View Scheme
2,6-dichloropyridine N-oxide
2587-00-0

2,6-dichloropyridine N-oxide

2,6-dichloro-[4]pyridylamine
2587-02-2

2,6-dichloro-[4]pyridylamine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: HNO3; H2SO4 / 160 °C
2: AcOH; Fe / Heating
View Scheme
Multi-step reaction with 2 steps
1: nitric acid; sulfuric acid
2: hydrogenchloride / ethanol; water
View Scheme
Multi-step reaction with 2 steps
1.1: nitric acid; sulfuric acid / water / 1 h / 148 - 156 °C
1.2: pH 6
2.1: hydrogenchloride; iron / ethanol; water / 16 h / 95 °C
View Scheme
Multi-step reaction with 2 steps
1.1: nitric acid; sulfuric acid / 1 h / 148 - 156 °C
1.2: 20 °C / pH 6
2.1: hydrogenchloride; water; iron / ethanol / 16 h / 95 °C
View Scheme
Multi-step reaction with 2 steps
1: sulfuric acid; potassium nitrate / 7 h / 20 - 100 °C
2: acetic acid; iron / 3 h / 45 °C
View Scheme
methyl 2,6-dichloroisonicotinate
42521-09-5

methyl 2,6-dichloroisonicotinate

2,6-dichloro-[4]pyridylamine
2587-02-2

2,6-dichloro-[4]pyridylamine

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: lithium hydroxide monohydrate / tetrahydrofuran; water / 0.33 h / 25 °C
2: oxalyl dichloride / dichloromethane; tetrahydrofuran / 4 h / 25 °C
3: sodium azide / water; acetone / 0.03 h / 25 °C
4: trifluoroacetic acid / benzene / 21 h / 90 °C
5: potassium carbonate / methanol / 7.5 h / 25 °C
View Scheme
Multi-step reaction with 4 steps
1: hydrazine hydrate / ethanol / 50 - 55 °C
2: hydrogenchloride; sodium nitrite / toluene; water / 0 - 10 °C
3: sodium hydroxide / toluene; water / 60 - 70 °C / pH 7 - 8
4: hydrogenchloride / toluene; water / 40 - 45 °C
View Scheme
Multi-step reaction with 4 steps
1: hydrazine hydrate / ethanol / 50 - 55 °C
2: hydrogenchloride; sodium nitrite / toluene; water / 0 - 10 °C
3: sodium hydroxide / toluene; water / 90 - 100 °C / pH 7 - 8
4: hydrogenchloride / toluene; water / 40 - 45 °C
View Scheme
citrazinic acid
99-11-6

citrazinic acid

2,6-dichloro-[4]pyridylamine
2587-02-2

2,6-dichloro-[4]pyridylamine

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: trichlorophosphate / 24 h / 130 °C
2: lithium hydroxide monohydrate / tetrahydrofuran; water / 0.33 h / 25 °C
3: oxalyl dichloride / dichloromethane; tetrahydrofuran / 4 h / 25 °C
4: sodium azide / water; acetone / 0.03 h / 25 °C
5: trifluoroacetic acid / benzene / 21 h / 90 °C
6: potassium carbonate / methanol / 7.5 h / 25 °C
View Scheme
Multi-step reaction with 5 steps
1.1: trichlorophosphate / 40 - 105 °C
1.2: 20 - 60 °C
2.1: hydrazine hydrate / ethanol / 50 - 55 °C
3.1: hydrogenchloride; sodium nitrite / toluene; water / 0 - 10 °C
4.1: sodium hydroxide / toluene; water / 60 - 70 °C / pH 7 - 8
5.1: hydrogenchloride / toluene; water / 40 - 45 °C
View Scheme
Multi-step reaction with 5 steps
1.1: trichlorophosphate / 40 - 105 °C
1.2: 20 - 60 °C
2.1: hydrazine hydrate / ethanol / 50 - 55 °C
3.1: hydrogenchloride; sodium nitrite / toluene; water / 0 - 10 °C
4.1: sodium hydroxide / toluene; water / 90 - 100 °C / pH 7 - 8
5.1: hydrogenchloride / toluene; water / 40 - 45 °C
View Scheme
Multi-step reaction with 5 steps
1.1: trichlorophosphate / 40 - 105 °C
2.1: thionyl chloride / dichloromethane / 0 - 45 °C
2.2: 0 - 10 °C
3.1: hydrogenchloride; sodium nitrite / toluene; water / 0 - 10 °C
4.1: sodium hydroxide / toluene; water / 60 - 70 °C / pH 7 - 8
5.1: hydrogenchloride / toluene; water / 40 - 45 °C
View Scheme
Multi-step reaction with 5 steps
1.1: trichlorophosphate / 40 - 105 °C
2.1: thionyl chloride / dichloromethane / 0 - 45 °C
2.2: 0 - 10 °C
3.1: hydrogenchloride; sodium nitrite / toluene; water / 0 - 10 °C
4.1: sodium hydroxide / toluene; water / 90 - 100 °C / pH 7 - 8
5.1: hydrogenchloride / toluene; water / 40 - 45 °C
View Scheme
2,6-dichloropyridine-4-carboxylic acid
5398-44-7

2,6-dichloropyridine-4-carboxylic acid

2,6-dichloro-[4]pyridylamine
2587-02-2

2,6-dichloro-[4]pyridylamine

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: oxalyl dichloride / dichloromethane; tetrahydrofuran / 4 h / 25 °C
2: sodium azide / water; acetone / 0.03 h / 25 °C
3: trifluoroacetic acid / benzene / 21 h / 90 °C
4: potassium carbonate / methanol / 7.5 h / 25 °C
View Scheme
Multi-step reaction with 4 steps
1.1: thionyl chloride / dichloromethane / 0 - 45 °C
1.2: 0 - 10 °C
2.1: hydrogenchloride; sodium nitrite / toluene; water / 0 - 10 °C
3.1: sodium hydroxide / toluene; water / 60 - 70 °C / pH 7 - 8
4.1: hydrogenchloride / toluene; water / 40 - 45 °C
View Scheme
Multi-step reaction with 4 steps
1.1: thionyl chloride / dichloromethane / 0 - 45 °C
1.2: 0 - 10 °C
2.1: hydrogenchloride; sodium nitrite / toluene; water / 0 - 10 °C
3.1: sodium hydroxide / toluene; water / 90 - 100 °C / pH 7 - 8
4.1: hydrogenchloride / toluene; water / 40 - 45 °C
View Scheme
2,6-dichloropyridine-4-carbonylazide
81001-09-4

2,6-dichloropyridine-4-carbonylazide

2,6-dichloro-[4]pyridylamine
2587-02-2

2,6-dichloro-[4]pyridylamine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: trifluoroacetic acid / benzene / 21 h / 90 °C
2: potassium carbonate / methanol / 7.5 h / 25 °C
View Scheme
Multi-step reaction with 2 steps
1: sodium hydroxide / toluene; water / 60 - 70 °C / pH 7 - 8
2: hydrogenchloride / toluene; water / 40 - 45 °C
View Scheme
Multi-step reaction with 2 steps
1: sodium hydroxide / toluene; water / 90 - 100 °C / pH 7 - 8
2: hydrogenchloride / toluene; water / 40 - 45 °C
View Scheme
2,6-dichloro-4-isocyanatopyridine
159178-03-7

2,6-dichloro-4-isocyanatopyridine

2,6-dichloro-[4]pyridylamine
2587-02-2

2,6-dichloro-[4]pyridylamine

Conditions
ConditionsYield
Stage #1: 2,6-dichloro-4-isocyanatopyridine With potassium carbonate In methanol at 25℃; for 7.5h;
Stage #2: With water
4.11 g
With hydrogenchloride In water; toluene at 40 - 45℃;
2,6-dichloro-4-nitropyridine-1-oxide
2587-01-1

2,6-dichloro-4-nitropyridine-1-oxide

2,6-dichloro-4-nitro-pyridine
25194-01-8

2,6-dichloro-4-nitro-pyridine

2,6-dichloro-[4]pyridylamine
2587-02-2

2,6-dichloro-[4]pyridylamine

Conditions
ConditionsYield
With iron; acetic acid at 45℃; for 3h;1.3 g
tert-butyl (2,6-dichloropyridin-4-yl)carbamate
501907-61-5

tert-butyl (2,6-dichloropyridin-4-yl)carbamate

2,6-dichloro-[4]pyridylamine
2587-02-2

2,6-dichloro-[4]pyridylamine

Conditions
ConditionsYield
With hydrogenchloride In water; toluene at 40 - 45℃;
2,6-dichloro-isonicotinic acid hydrazide
57803-51-7

2,6-dichloro-isonicotinic acid hydrazide

2,6-dichloro-[4]pyridylamine
2587-02-2

2,6-dichloro-[4]pyridylamine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: hydrogenchloride; sodium nitrite / toluene; water / 0 - 10 °C
2: sodium hydroxide / toluene; water / 60 - 70 °C / pH 7 - 8
3: hydrogenchloride / toluene; water / 40 - 45 °C
View Scheme
Multi-step reaction with 3 steps
1: hydrogenchloride; sodium nitrite / toluene; water / 0 - 10 °C
2: sodium hydroxide / toluene; water / 90 - 100 °C / pH 7 - 8
3: hydrogenchloride / toluene; water / 40 - 45 °C
View Scheme
2,6-dichloro-[4]pyridylamine
2587-02-2

2,6-dichloro-[4]pyridylamine

2,6-dichloro-N-nitro-4-pyridinamine
2587-03-3

2,6-dichloro-N-nitro-4-pyridinamine

Conditions
ConditionsYield
With sulfuric acid; nitric acid at 0℃; for 2h;100%
With sulfuric acid; nitric acid In water at -5 - 10℃; for 2.66667h;100%
With sulfuric acid; nitric acid at -5℃;100%
2,6-dichloro-[4]pyridylamine
2587-02-2

2,6-dichloro-[4]pyridylamine

chloroacetyl chloride
79-04-9

chloroacetyl chloride

2-chloro-N-(2,6-dichloro-pyridin-4-yl)-acetamide
1352830-49-9

2-chloro-N-(2,6-dichloro-pyridin-4-yl)-acetamide

Conditions
ConditionsYield
With triethylamine In dichloromethane; N,N-dimethyl acetamide at 100℃; for 7h;97%
2,6-dichloro-[4]pyridylamine
2587-02-2

2,6-dichloro-[4]pyridylamine

pent-4-enoyl chloride
39716-58-0

pent-4-enoyl chloride

C10H10Cl2N2O

C10H10Cl2N2O

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine97%
2,6-dichloro-[4]pyridylamine
2587-02-2

2,6-dichloro-[4]pyridylamine

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

tert-butyl N-tert-butoxycarbonyl-N-(2,6-dichloro-4-pyridyl)carbamate
1044148-88-0

tert-butyl N-tert-butoxycarbonyl-N-(2,6-dichloro-4-pyridyl)carbamate

Conditions
ConditionsYield
With sodium hexamethyldisilazane In tetrahydrofuran at 25℃; for 16h;96%
Stage #1: 2,6-dichloro-[4]pyridylamine With sodium hexamethyldisilazane In tetrahydrofuran at 0℃; for 0.5h; Inert atmosphere; Cooling with ice;
Stage #2: di-tert-butyl dicarbonate In tetrahydrofuran at 20℃; for 16h;
96%
2,6-dichloro-[4]pyridylamine
2587-02-2

2,6-dichloro-[4]pyridylamine

2,6-dichloro-3-nitropyridin-4-amine
2897-43-0

2,6-dichloro-3-nitropyridin-4-amine

Conditions
ConditionsYield
Stage #1: 2,6-dichloro-[4]pyridylamine With sulfuric acid at -5℃;
Stage #2: With nitric acid In water at 0 - 80℃;
Stage #3: With ammonia In water pH=~ 4; Cooling with acetone-dry ice;
94%
With sulfuric acid; nitric acid at 0 - 20℃; for 1h; Inert atmosphere;80%
With sulfuric acid; nitric acid at 0 - 80℃; for 2h;74%
2,6-dichloro-[4]pyridylamine
2587-02-2

2,6-dichloro-[4]pyridylamine

benzaldehyde
100-52-7

benzaldehyde

C12H10Cl2N2
868665-68-3

C12H10Cl2N2

Conditions
ConditionsYield
Stage #1: 2,6-dichloro-[4]pyridylamine; benzaldehyde In toluene for 12h; Heating / reflux;
Stage #2: With sodium tetrahydroborate In ethanol at 50 - 75℃; for 2h;
94%
2,6-dichloro-[4]pyridylamine
2587-02-2

2,6-dichloro-[4]pyridylamine

5-methoxymethylene-2,2-dimethyl-1,3-dioxane-4,6-dione
15568-85-1

5-methoxymethylene-2,2-dimethyl-1,3-dioxane-4,6-dione

5-[[(2,6-dichloropyridin-4-yl)amino]methylidene]-2,2-dimethyl-1,3-dioxane-4,6-dione
863785-65-3

5-[[(2,6-dichloropyridin-4-yl)amino]methylidene]-2,2-dimethyl-1,3-dioxane-4,6-dione

Conditions
ConditionsYield
In isopropyl alcohol at 70℃; for 4h;94%
In isopropyl alcohol Heating;92%
In isopropyl alcohol at 110℃; for 3h;
In isopropyl alcohol at 20 - 75℃; for 0.75h;
2,6-dichloro-[4]pyridylamine
2587-02-2

2,6-dichloro-[4]pyridylamine

trityl chloride
76-83-5

trityl chloride

C24H18Cl2N2
1352830-73-9

C24H18Cl2N2

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dichloromethane for 16h;93.8%
2,6-dichloro-[4]pyridylamine
2587-02-2

2,6-dichloro-[4]pyridylamine

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

tert-butyl (2,6-dichloropyridin-4-yl)carbamate
501907-61-5

tert-butyl (2,6-dichloropyridin-4-yl)carbamate

Conditions
ConditionsYield
With dmap In dichloromethane at 20℃;93%
With sodium hexamethyldisilazane In tetrahydrofuran at 29℃; for 3h;
With sodium hexamethyldisilazane In tetrahydrofuran
With dmap In tetrahydrofuran at 60 - 70℃; for 23h;2.04 g
2,6-dichloro-[4]pyridylamine
2587-02-2

2,6-dichloro-[4]pyridylamine

sodium methylate
124-41-4

sodium methylate

2-chloro-6-methoxy-pyridin-4-ylamine
1008304-85-5

2-chloro-6-methoxy-pyridin-4-ylamine

Conditions
ConditionsYield
With tetra-(n-butyl)ammonium iodide In methanol at 100℃; for 7h; Reagent/catalyst; Solvent; Autoclave;91.9%
In 1-methyl-pyrrolidin-2-one at 140℃;74%
2,6-dichloro-[4]pyridylamine
2587-02-2

2,6-dichloro-[4]pyridylamine

phenylboronic acid
98-80-6

phenylboronic acid

4-amino-2,6-diphenylpyridine
52816-93-0

4-amino-2,6-diphenylpyridine

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In ethanol; water; toluene at 100℃; for 5h; Inert atmosphere;89%
2,6-dichloro-[4]pyridylamine
2587-02-2

2,6-dichloro-[4]pyridylamine

sodium ethanolate
141-52-6

sodium ethanolate

2-chloro-6-ethoxy-pyridin-4-amine
904311-14-4

2-chloro-6-ethoxy-pyridin-4-amine

Conditions
ConditionsYield
In ethanol at 150℃; for 6h;88%
In ethanol at 150℃; for 6h; Sealed tube;88%
In ethanol at 150℃; for 2h;
2,6-dichloro-[4]pyridylamine
2587-02-2

2,6-dichloro-[4]pyridylamine

2-Ethoxycarbonyl-7-methoxybenzofuran-4-carboxylic acid

2-Ethoxycarbonyl-7-methoxybenzofuran-4-carboxylic acid

ethyl 4-[(3,5-dichloro-pyridin-4-yl)carbamoyl]-7-methoxybenzofuran-2-carboxylate
222297-34-9

ethyl 4-[(3,5-dichloro-pyridin-4-yl)carbamoyl]-7-methoxybenzofuran-2-carboxylate

Conditions
ConditionsYield
With hydrogenchloride; thionyl chloride In tetrahydrofuran; dichloromethane88%
morpholine
110-91-8

morpholine

2,6-dichloro-[4]pyridylamine
2587-02-2

2,6-dichloro-[4]pyridylamine

2-chloro-6-(morpholin-4-yl)-pyridin-4-ylamine
878809-77-9

2-chloro-6-(morpholin-4-yl)-pyridin-4-ylamine

Conditions
ConditionsYield
In 1,4-dioxane at 150℃;87.8%
at 150℃; for 4h; Sealed tube;85%
at 150℃; for 4h; Sealed tube;85%
methanol
67-56-1

methanol

2,6-dichloro-[4]pyridylamine
2587-02-2

2,6-dichloro-[4]pyridylamine

sodium methylate
124-41-4

sodium methylate

2-chloro-6-methoxy-pyridin-4-ylamine
1008304-85-5

2-chloro-6-methoxy-pyridin-4-ylamine

Conditions
ConditionsYield
at 130 - 160℃; Inert atmosphere;87%
2,6-dichloro-[4]pyridylamine
2587-02-2

2,6-dichloro-[4]pyridylamine

(N-(5-tert-butyl-1,3,4-thiadiazol-2-yl)-4-methyl-1,2,3-thiadiazole-5-formamide)

(N-(5-tert-butyl-1,3,4-thiadiazol-2-yl)-4-methyl-1,2,3-thiadiazole-5-formamide)

N-(5-tert-butyl-1,3,4-thiadiazol-2-yl)-N'-(2,6-dichloropyridin-4-yl)-4-methyl-1,2,3-thiadiazole-5-formamidine

N-(5-tert-butyl-1,3,4-thiadiazol-2-yl)-N'-(2,6-dichloropyridin-4-yl)-4-methyl-1,2,3-thiadiazole-5-formamidine

Conditions
ConditionsYield
With thionyl chloride; dicyclohexyl-carbodiimide In sulfolane for 8h; Inert atmosphere; Autoclave; Reflux;86.4%
2,6-dichloro-[4]pyridylamine
2587-02-2

2,6-dichloro-[4]pyridylamine

octahydropyrrolo[1,2-a]pyrazine
5654-83-1

octahydropyrrolo[1,2-a]pyrazine

2-chloro-6-(hexahydropyrrolo[1,2-a]pyrazin-2(1H)-yl)pyridin-4-amine

2-chloro-6-(hexahydropyrrolo[1,2-a]pyrazin-2(1H)-yl)pyridin-4-amine

Conditions
ConditionsYield
In sulfolane at 150℃;85%
2,6-dichloro-[4]pyridylamine
2587-02-2

2,6-dichloro-[4]pyridylamine

1-((4,5-dihydro-1H-imidazol-1-yl)sulfonyl)pyrrolidine-3-carbonyl chloride

1-((4,5-dihydro-1H-imidazol-1-yl)sulfonyl)pyrrolidine-3-carbonyl chloride

N-(2,6-dichloropyridin-4-yl)-1-((4,5-dihydro-1H-imidazol-1-yl)sulfonyl)pyrrolidine-3-carboxamide

N-(2,6-dichloropyridin-4-yl)-1-((4,5-dihydro-1H-imidazol-1-yl)sulfonyl)pyrrolidine-3-carboxamide

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃;85%
methanol
67-56-1

methanol

2,6-dichloro-[4]pyridylamine
2587-02-2

2,6-dichloro-[4]pyridylamine

2-chloro-6-methoxy-pyridin-4-ylamine
1008304-85-5

2-chloro-6-methoxy-pyridin-4-ylamine

Conditions
ConditionsYield
With sodium methylate for 72h; Reflux;81.2%
at 150℃; for 0.5h; Microwave irradiation;79%
With sodium In methanol at 150℃; for 0.5h; Microwave irradiation;79%
2,6-dichloro-[4]pyridylamine
2587-02-2

2,6-dichloro-[4]pyridylamine

2,5-dimethoxytetrahydrofuran
34160-24-2

2,5-dimethoxytetrahydrofuran

2,6-dichloro-4-(1H-pyrrol-1-yl)pyridine
805229-07-6

2,6-dichloro-4-(1H-pyrrol-1-yl)pyridine

Conditions
ConditionsYield
With acetic acid at 90℃; for 2h;80%
2,6-dichloro-[4]pyridylamine
2587-02-2

2,6-dichloro-[4]pyridylamine

bromobenzene
108-86-1

bromobenzene

2,6-dichloro-N,N-diphenylpyridin-4-amine
929033-63-6

2,6-dichloro-N,N-diphenylpyridin-4-amine

Conditions
ConditionsYield
With tri-tert-butyl phosphine; palladium diacetate; sodium t-butanolate In toluene for 24h; Inert atmosphere; Reflux;78%
With tri-tert-butyl phosphine; palladium diacetate; sodium t-butanolate In toluene for 24h; Inert atmosphere; Reflux;15g
2,6-dichloro-[4]pyridylamine
2587-02-2

2,6-dichloro-[4]pyridylamine

4-tolylacetic acid
622-47-9

4-tolylacetic acid

N-(2,6-dichloropyridin-4-yl)-2-(p-tolyl)acetamide

N-(2,6-dichloropyridin-4-yl)-2-(p-tolyl)acetamide

Conditions
ConditionsYield
With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 5h;77%
piperidine
110-89-4

piperidine

2,6-dichloro-[4]pyridylamine
2587-02-2

2,6-dichloro-[4]pyridylamine

2-chloro-6-(piperidin-1-yl)pyridin-4-amine

2-chloro-6-(piperidin-1-yl)pyridin-4-amine

Conditions
ConditionsYield
at 140℃; for 4h;77%
2,6-dichloro-[4]pyridylamine
2587-02-2

2,6-dichloro-[4]pyridylamine

C15H11ClN2O

C15H11ClN2O

1-benzyl-3-(2,6-dichloropyridin-4-yl)-3,4-dihydro-4-iminoquinazolin-2(1H)-one

1-benzyl-3-(2,6-dichloropyridin-4-yl)-3,4-dihydro-4-iminoquinazolin-2(1H)-one

Conditions
ConditionsYield
Stage #1: 2,6-dichloro-[4]pyridylamine With sodium hexamethyldisilazane In tetrahydrofuran at -78℃; for 0.5h;
Stage #2: C15H11ClN2O In tetrahydrofuran at -78 - 20℃; for 2h;
76%
2,6-dichloro-[4]pyridylamine
2587-02-2

2,6-dichloro-[4]pyridylamine

4-chloro-5,6,7,8-tetrahydrobenzo[1,2-b]pyrimidino[5,4-d]selenophene
1380809-63-1

4-chloro-5,6,7,8-tetrahydrobenzo[1,2-b]pyrimidino[5,4-d]selenophene

(2,6-dichloropyridin-4-yl)-5,6,7,8-tetrahydrobenzo[1,2-b]pyrimidino[5,4-d]selenophen-4-ylamine
1380808-60-5

(2,6-dichloropyridin-4-yl)-5,6,7,8-tetrahydrobenzo[1,2-b]pyrimidino[5,4-d]selenophen-4-ylamine

Conditions
ConditionsYield
With sodium hydroxide In N,N-dimethyl-formamide at 20℃; for 16h;73%
2,6-dichloro-[4]pyridylamine
2587-02-2

2,6-dichloro-[4]pyridylamine

3-bromo-1-(4-methoxybenzyl)-1H-[1,2,4]triazole

3-bromo-1-(4-methoxybenzyl)-1H-[1,2,4]triazole

(2,6-dichloropyridin-4-yl)-[1-(4-methoxybenzyl)-1H-[1,2,4]triazol-3-yl]amine

(2,6-dichloropyridin-4-yl)-[1-(4-methoxybenzyl)-1H-[1,2,4]triazol-3-yl]amine

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); sodium t-butanolate; tert-butyl XPhos In toluene at 20 - 110℃; Inert atmosphere;72%
2,6-dichloro-[4]pyridylamine
2587-02-2

2,6-dichloro-[4]pyridylamine

pivaloyl chloride
3282-30-2

pivaloyl chloride

N-(2,6-dichloro-4-pyridinyl)-2,2-dimethylpropanamide
1345456-45-2

N-(2,6-dichloro-4-pyridinyl)-2,2-dimethylpropanamide

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃; for 13h;70%
With triethylamine In dichloromethane Cooling with ice;
With triethylamine In dichloromethane Cooling with ice;11.59 g
2-(morpholin-4-yl)ethanol
622-40-2

2-(morpholin-4-yl)ethanol

2,6-dichloro-[4]pyridylamine
2587-02-2

2,6-dichloro-[4]pyridylamine

bis(trichloromethyl) carbonate
32315-10-9

bis(trichloromethyl) carbonate

2-(morpholin-4-yl)ethyl (2,6-dichloropyridin-4-yl)carbamate
1432740-81-2

2-(morpholin-4-yl)ethyl (2,6-dichloropyridin-4-yl)carbamate

Conditions
ConditionsYield
Stage #1: 2,6-dichloro-[4]pyridylamine; bis(trichloromethyl) carbonate With triethylamine In benzene for 5h; Reflux;
Stage #2: 2-(morpholin-4-yl)ethanol In benzene at 20℃;
70%

4-Amino-2,6-dichloropyridine Chemical Properties

IUPAC Name: 2,6-Dichloropyridin-4-amine
Synonyms: 2,6-Dichloropyridin-4-amine ; 4-Pyridinamine, 2,6-dichloro- ; 2,6-Dichloro-4-aminopyridine ; 2,6-Dichloro-4-pyridinamine ; 2,6-Dichloropyridin-4-ylamine
Product Categories: Pyridine;Nucleotides and Nucleosides;Bases & Related Reagents;Nucleotides
Molecular Structure of 4-Amino-2,6-dichloropyridine (CAS NO.2587-02-2) :
Molecular Formula of 4-Amino-2,6-dichloropyridine (CAS NO.2587-02-2) : C5H4Cl2N2
Molecular Weight of 4-Amino-2,6-dichloropyridine (CAS NO.2587-02-2) : 163.01
CAS NO: 2587-02-2
Index of Refraction: 1.622
Surface Tension: 56.9 dyne/cm
Density: 1.497 g/cm3
Flash Point: 157.4 °C
Enthalpy of Vaporization: 57.99 kJ/mol
Boiling Point: 336.7 °C at 760 mmHg
Vapour Pressure: 0.00011 mmHg at 25°C
Melting point 167-170 ºC

4-Amino-2,6-dichloropyridine Production

Raw materials :Etanol-->Hydrochloric acid-->Ethyl acetate-->Diethyl ether-->Sulfuric acid -->Acetic acid glacial-->Nitric acid-->Potassium carbonate-->Sodium carbonate-->Chloroform-->Sodium sulfate-->Acetone-->Hydrogen peroxide-->Iron-->Trifluoroacetic acid-->Phosphorus trichloride-->2,6-Dichloropyridine-->Kieserite

4-Amino-2,6-dichloropyridine Safety Profile

Hazard Codes IrritantXi
Risk Statements 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements 26-36-37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36:Wear suitable protective clothing. 
S37/39:Wear suitable gloves and eye/face protection.
WGK Germany 3
Hazard Note Irritant

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