Product Name

  • Name

    2,3-Diaminopyridine

  • EINECS 207-200-9
  • CAS No. 452-58-4
  • Article Data27
  • CAS DataBase
  • Density 1.251 g/cm3
  • Solubility 100 g/L (20 °C) in water
  • Melting Point 110-115 °C(lit.)
  • Formula C5H7N3
  • Boiling Point 311.3 °C at 760 mmHg
  • Molecular Weight 109.131
  • Flash Point 167.7 °C
  • Transport Information UN 2811
  • Appearance brown power
  • Safety 26-36/37-45-37/39-28A-36
  • Risk Codes 22-36/37/38-25
  • Molecular Structure Molecular Structure of 452-58-4 (2,3-Diaminopyridine)
  • Hazard Symbols HarmfulXn, IrritantXi, ToxicT
  • Synonyms 2,3-Pyridinediamine (9CI);Pyridine-2,3-diyldiamine;pyridine-2,3-diamine;Pyridine, 2,3-diamino-;5-22-11-00241 (Beilstein Handbook Reference);1H-pyridine-5,6-diamine;2, 3-Pyridinediamine;
  • PSA 64.93000
  • LogP 1.40840

Synthetic route

3,3'-dinitro-2,2'-hydrazobipyridine
101458-28-0

3,3'-dinitro-2,2'-hydrazobipyridine

2,3-Diaminopyridine
452-58-4

2,3-Diaminopyridine

Conditions
ConditionsYield
With hydrogen; nickel In ethanol under 3102.9 Torr; for 3h; Ambient temperature;92%
2-amino-3-nitropyridine
4214-75-9

2-amino-3-nitropyridine

2,3-Diaminopyridine
452-58-4

2,3-Diaminopyridine

Conditions
ConditionsYield
With sulfur; sodium hydroxide In methanol; water at 80℃; for 16h; Green chemistry;89%
With hydrogen; palladium on activated charcoal In ethyl acetate at 20 - 35℃; under 3102.9 Torr; other solvent;80%
With hydrogenchloride; ethanol; iron
2-Hydrazino-3-nitropyridine
15367-16-5

2-Hydrazino-3-nitropyridine

2,3-Diaminopyridine
452-58-4

2,3-Diaminopyridine

Conditions
ConditionsYield
With hydrogen; nickel In tetrahydrofuran; ethanol at 65℃; under 3102.9 Torr; for 16h;70%
Multi-step reaction with 2 steps
1: 31 percent / (C2H5)3N / ethanol / 96 h / Heating
2: 92 percent / H2 / Raney Ni / ethanol / 3 h / 3102.9 Torr / Ambient temperature
View Scheme
2-amino-3-nitropyridine 1-oxide
385377-29-7

2-amino-3-nitropyridine 1-oxide

2,3-Diaminopyridine
452-58-4

2,3-Diaminopyridine

Conditions
ConditionsYield
With sulfur; sodium hydroxide In methanol; water at 80℃; for 16h; Green chemistry;68%
2-chloro-3-aminopyridine
6298-19-7

2-chloro-3-aminopyridine

2,3-Diaminopyridine
452-58-4

2,3-Diaminopyridine

Conditions
ConditionsYield
With zinc ammonium chloride at 220℃; for 5h; Autoclave;60%
With ammonium hydroxide; copper(II) sulfate at 130℃; under 13239.1 Torr;
2-nitro-3-azidopyridine
28664-54-2

2-nitro-3-azidopyridine

2,3-Diaminopyridine
452-58-4

2,3-Diaminopyridine

Conditions
ConditionsYield
With hydrazine hydrate In ethanol for 0.5h;50%
With hydrazine hydrate In ethanol for 0.5h; Mechanism;50%
benzyl N-(2-amino-6-chloropyridin-3-yl)carbamate

benzyl N-(2-amino-6-chloropyridin-3-yl)carbamate

A

2,3-Diaminopyridine
452-58-4

2,3-Diaminopyridine

B

6-chloropyridine-2,3-diamine
40851-95-4

6-chloropyridine-2,3-diamine

Conditions
ConditionsYield
With palladium 10% on activated carbon; hydrogen; sodium hydrogencarbonate In methanol at 20℃; under 760.051 Torr; for 2h; Sealed tube; Overall yield = 87 %Spectr.; chemoselective reaction;A 45%
B 42%
benzyl-(3-nitro-pyridin-2-yl)-amine
3723-70-4

benzyl-(3-nitro-pyridin-2-yl)-amine

2,3-Diaminopyridine
452-58-4

2,3-Diaminopyridine

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In ethanol at 80℃; under 3102.9 Torr; for 18h;41%
2-amino-3-azidopyridine
928163-52-4

2-amino-3-azidopyridine

isobutyraldehyde
78-84-2

isobutyraldehyde

A

2,3-Diaminopyridine
452-58-4

2,3-Diaminopyridine

B

2-(1-methylethyl)imidazo[4,5-b]pyridine
21714-53-4

2-(1-methylethyl)imidazo[4,5-b]pyridine

Conditions
ConditionsYield
In ethanol for 24h; Heating;A 33%
B 8%
5-bromo-3-nitro-pyridin-2-ylamine
6945-68-2

5-bromo-3-nitro-pyridin-2-ylamine

2,3-Diaminopyridine
452-58-4

2,3-Diaminopyridine

Conditions
ConditionsYield
With sulfuric acid; zinc In methanol; water at 90℃; for 48h;20%
With sodium hydroxide; aluminum nickel
pyridin-3-ylamine
462-08-8

pyridin-3-ylamine

2,3-Diaminopyridine
452-58-4

2,3-Diaminopyridine

Conditions
ConditionsYield
With 4-methylisopropylbenzene; sodium amide at 210℃;
Multi-step reaction with 2 steps
1: concentrated aqueous HCl
2: CuSO4; aqueous NH3 / 130 °C / 13239.1 Torr
View Scheme
5-bromo-pyridine-2,3-diamine
38875-53-5

5-bromo-pyridine-2,3-diamine

2,3-Diaminopyridine
452-58-4

2,3-Diaminopyridine

Conditions
ConditionsYield
With sodium hydroxide; Pd/SrCO3 Hydrogenation;
3-amino-2-nitropyridine
13269-19-7

3-amino-2-nitropyridine

2,3-Diaminopyridine
452-58-4

2,3-Diaminopyridine

Conditions
ConditionsYield
With methanol; nickel Hydrogenation;
With sodium hydroxide; aluminum nickel
2-amino-3-nitropyridine
4214-75-9

2-amino-3-nitropyridine

A

2,3-Diaminopyridine
452-58-4

2,3-Diaminopyridine

B

6-chloropyridine-2,3-diamine
40851-95-4

6-chloropyridine-2,3-diamine

Conditions
ConditionsYield
With hydrogenchloride; tin
2-amino-5-chloro-3-nitropyridine
5409-39-2

2-amino-5-chloro-3-nitropyridine

2,3-Diaminopyridine
452-58-4

2,3-Diaminopyridine

Conditions
ConditionsYield
With sodium hydroxide; aluminum nickel
pyridin-3-ylamine
462-08-8

pyridin-3-ylamine

4-methylisopropylbenzene
99-87-6

4-methylisopropylbenzene

sodium amide

sodium amide

2,3-Diaminopyridine
452-58-4

2,3-Diaminopyridine

Conditions
ConditionsYield
at 210℃;
hydrogenchloride
7647-01-0

hydrogenchloride

2-amino-3-nitropyridine
4214-75-9

2-amino-3-nitropyridine

tin

tin

A

2,3-Diaminopyridine
452-58-4

2,3-Diaminopyridine

B

6-chloropyridine-2,3-diamine
40851-95-4

6-chloropyridine-2,3-diamine

3-amino-2-phthalimidopyridine
928163-50-2

3-amino-2-phthalimidopyridine

2,3-Diaminopyridine
452-58-4

2,3-Diaminopyridine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: HCl; sodium nitrite / H2O / 3.5 h / cooling
1.2: 60 percent / sodium azide / H2O; diethyl ether / 2 h / 0 °C
2.1: 96 percent / hydrazine hydrate / ethanol; tetrahydrofuran; H2O / 26 h / 20 °C
3.1: 33 percent / ethanol / 24 h / Heating
View Scheme
3-azido-2-phthalimidopyridine
928163-51-3

3-azido-2-phthalimidopyridine

2,3-Diaminopyridine
452-58-4

2,3-Diaminopyridine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 96 percent / hydrazine hydrate / ethanol; tetrahydrofuran; H2O / 26 h / 20 °C
2: 33 percent / ethanol / 24 h / Heating
View Scheme
3-nitro-2-phthalimidopyridine
928163-49-9

3-nitro-2-phthalimidopyridine

2,3-Diaminopyridine
452-58-4

2,3-Diaminopyridine

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: 50 percent / hydrogen / Pd/C / ethanol / 15 h / 60 °C / 3040 Torr
2.1: HCl; sodium nitrite / H2O / 3.5 h / cooling
2.2: 60 percent / sodium azide / H2O; diethyl ether / 2 h / 0 °C
3.1: 96 percent / hydrazine hydrate / ethanol; tetrahydrofuran; H2O / 26 h / 20 °C
4.1: 33 percent / ethanol / 24 h / Heating
View Scheme
2-Chloro-3-nitropyridine
5470-18-8

2-Chloro-3-nitropyridine

2,3-Diaminopyridine
452-58-4

2,3-Diaminopyridine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 86 percent / ethanol / 3 h / Heating
2: 41 percent / H2 / 5percent Pd/C / ethanol / 18 h / 80 °C / 3102.9 Torr
View Scheme
Multi-step reaction with 2 steps
1: 65 percent / CH3COONH4 / bis-(2-methoxy-ethyl) ether / 12 h / Heating
2: 80 percent / H2 / 5percent Pd/C / ethyl acetate / 20 - 35 °C / 3102.9 Torr / other solvent
View Scheme
Multi-step reaction with 3 steps
1: 78 percent / N2H4 / acetonitrile / 1 h / Heating
2: 31 percent / (C2H5)3N / ethanol / 96 h / Heating
3: 92 percent / H2 / Raney Ni / ethanol / 3 h / 3102.9 Torr / Ambient temperature
View Scheme
Multi-step reaction with 2 steps
1: 78 percent / N2H4 / acetonitrile / 1 h / Heating
2: 70 percent / H2 / Raney Ni / ethanol; tetrahydrofuran / 16 h / 65 °C / 3102.9 Torr
View Scheme
Multi-step reaction with 2 steps
1: iron; acetic acid
2: CuSO4; aqueous NH3 / 130 °C / 13239.1 Torr
View Scheme
3-ethoxycarbonylaminopyridine
6276-11-5

3-ethoxycarbonylaminopyridine

2,3-Diaminopyridine
452-58-4

2,3-Diaminopyridine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: concentrated H2SO4; HNO3
2: aqueous NaOH
3: nickel-aluminium-alloy; aq.-ethanolic NaOH
View Scheme
ethyl N-(2-nitro-3-pyridyl)carbamate
55304-91-1

ethyl N-(2-nitro-3-pyridyl)carbamate

2,3-Diaminopyridine
452-58-4

2,3-Diaminopyridine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: aqueous NaOH
2: nickel-aluminium-alloy; aq.-ethanolic NaOH
View Scheme
2-aminopyridine
504-29-0

2-aminopyridine

2,3-Diaminopyridine
452-58-4

2,3-Diaminopyridine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: N-Bromosuccinimide; ammonium acetate / acetonitrile / 0.25 h
2: nitric acid; sulfuric acid / 4 h / 0 - 50 °C
3: sulfuric acid; zinc / water; methanol / 48 h / 90 °C
View Scheme
5-bromo-2-pyridylamine
1072-97-5

5-bromo-2-pyridylamine

2,3-Diaminopyridine
452-58-4

2,3-Diaminopyridine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: nitric acid; sulfuric acid / 4 h / 0 - 50 °C
2: sulfuric acid; zinc / water; methanol / 48 h / 90 °C
View Scheme
pyridine-2,3-dicarboxamide
4663-94-9

pyridine-2,3-dicarboxamide

2,3-Diaminopyridine
452-58-4

2,3-Diaminopyridine

Conditions
ConditionsYield
With sodium hypochlorite; potassium hydroxide In water at 5 - 100℃; for 5h; Reagent/catalyst;
2-nitro-aniline
88-74-4

2-nitro-aniline

2,3-Diaminopyridine
452-58-4

2,3-Diaminopyridine

Conditions
ConditionsYield
With palladium 10% on activated carbon; hydrogen In ethanol at 25℃; for 2h;
2,3-Diaminopyridine
452-58-4

2,3-Diaminopyridine

dimethylglyoxal
431-03-8

dimethylglyoxal

dimethyl-2,3 pyrido<2,3-b>pyrazine
7154-32-7

dimethyl-2,3 pyrido<2,3-b>pyrazine

Conditions
ConditionsYield
With zirconium(IV) chloride In methanol at 20℃; for 0.0833333h;100%
With silica-supported stannous chloride In methanol at 20℃; for 0.166667h;95%
With acetic acid In ethanol at 70℃; for 16h;95%
2,3-Diaminopyridine
452-58-4

2,3-Diaminopyridine

4-benzoyl-3-hydroxy-2,5-dihydrofuran-2-one
7478-57-1

4-benzoyl-3-hydroxy-2,5-dihydrofuran-2-one

2-aminopyrido-3-ammonium 4-benzoyl-2(5H)-furanone-3-oxide
138196-75-5

2-aminopyrido-3-ammonium 4-benzoyl-2(5H)-furanone-3-oxide

Conditions
ConditionsYield
In chloroform Ambient temperature;100%
2,3-Diaminopyridine
452-58-4

2,3-Diaminopyridine

(7aSR,9RS,11aRS)-11a-ethyl-9-hydroxy-9-propyl-6,7,7a,8,9,10,11,11a-octahydro-5H-dibenzo[a,c]cycloheptene-3-carboxylic acid

(7aSR,9RS,11aRS)-11a-ethyl-9-hydroxy-9-propyl-6,7,7a,8,9,10,11,11a-octahydro-5H-dibenzo[a,c]cycloheptene-3-carboxylic acid

(7aSR,9RS,11aRS)-11a-ethyl-9-hydroxy-9-propyl-6,7,7a,8,9,10,11,11a-octahydro-5H-dibenzo[a,c]cycloheptene-3-carboxylic acid (2-amino-pyridin-3-yl)-amide

(7aSR,9RS,11aRS)-11a-ethyl-9-hydroxy-9-propyl-6,7,7a,8,9,10,11,11a-octahydro-5H-dibenzo[a,c]cycloheptene-3-carboxylic acid (2-amino-pyridin-3-yl)-amide

Conditions
ConditionsYield
Stage #1: (7aSR,9RS,11aRS)-11a-ethyl-9-hydroxy-9-propyl-6,7,7a,8,9,10,11,11a-octahydro-5H-dibenzo[a,c]cycloheptene-3-carboxylic acid With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 0℃; for 0.166667h;
Stage #2: 2,3-Diaminopyridine In N,N-dimethyl-formamide at 20℃; for 18h;
100%
2,3-Diaminopyridine
452-58-4

2,3-Diaminopyridine

nipecotic acid
498-95-3

nipecotic acid

C11H14N4

C11H14N4

Conditions
ConditionsYield
With polyphosphoric acid at 180℃; for 16h;100%
2,3-Diaminopyridine
452-58-4

2,3-Diaminopyridine

orthoformic acid triethyl ester
122-51-0

orthoformic acid triethyl ester

3H-imidazo[4,5-b]pyridine
273-21-2

3H-imidazo[4,5-b]pyridine

Conditions
ConditionsYield
Stage #1: 2,3-Diaminopyridine; orthoformic acid triethyl ester at 145℃; for 3h;
Stage #2: With formic acid at 110℃; for 2h;
99%
Stage #1: 2,3-Diaminopyridine; orthoformic acid triethyl ester for 3.5h; Reflux;
Stage #2: With hydrogenchloride In water for 1h; Reflux;
83%
With H-Y-zeolite In ethanol for 10h; Heating;81%
2,3-Diaminopyridine
452-58-4

2,3-Diaminopyridine

acenaphthene quinone
82-86-0

acenaphthene quinone

acenaphtho[1,2-b]pyrido[2,3-e]pyrazine
821773-03-9

acenaphtho[1,2-b]pyrido[2,3-e]pyrazine

Conditions
ConditionsYield
With zirconium oxide salicylaldehyde-(3-aminopropyl)trimethoxysilane imine complex modified SBA-15 In water for 2h; Reflux;99%
With Cu(II)-Schiff base/SBA-15 In water for 2h; Reflux;98%
With SBA-15 mesoporous silica supported Fe(III)-Schiff base In water for 2h; Reflux;98%
2,3-Diaminopyridine
452-58-4

2,3-Diaminopyridine

formic acid
64-18-6

formic acid

3H-imidazo[4,5-b]pyridine
273-21-2

3H-imidazo[4,5-b]pyridine

Conditions
ConditionsYield
Stage #1: 2,3-Diaminopyridine With orthoformic acid triethyl ester at 145℃; for 3h;
Stage #2: formic acid at 110℃; for 2h;
Stage #3: In methanol at 20℃;
99%
at 170℃; for 48h;30%
2,3-Diaminopyridine
452-58-4

2,3-Diaminopyridine

benzil
134-81-6

benzil

2,3-diphenylpyrido[3,2-b]pyrazine
1232-99-1

2,3-diphenylpyrido[3,2-b]pyrazine

Conditions
ConditionsYield
With silica-supported bismuth(III) chloride In methanol at 20℃; for 0.5h; Catalytic behavior;98%
In methanol; acetic acid at 160℃; for 0.0833333h; Irradiation;97%
With zirconium(IV) chloride In methanol at 20℃; for 1h;96%
2,3-Diaminopyridine
452-58-4

2,3-Diaminopyridine

urea
57-13-6

urea

1,3-dihydro-imidazo[4,5-b]pyridin-2-one
16328-62-4

1,3-dihydro-imidazo[4,5-b]pyridin-2-one

Conditions
ConditionsYield
at 140℃; for 5h;98%
at 130 - 140℃;
carbon disulfide
75-15-0

carbon disulfide

2,3-Diaminopyridine
452-58-4

2,3-Diaminopyridine

1,3-dihydro-2H-imidazo[4,5-b]pyridine-2-thione
29448-81-5

1,3-dihydro-2H-imidazo[4,5-b]pyridine-2-thione

Conditions
ConditionsYield
In pyridine for 5h; Heating;98%
With sodium hydroxide76%
With potassium hydroxide In ethanol; water at 80℃;69%
2,3-Diaminopyridine
452-58-4

2,3-Diaminopyridine

6-methylnicotinic acid
3222-47-7

6-methylnicotinic acid

2-(6-Methyl-pyridin-3-yl)-1H-imidazo[4,5-b]pyridine
120623-51-0

2-(6-Methyl-pyridin-3-yl)-1H-imidazo[4,5-b]pyridine

Conditions
ConditionsYield
With PPA at 210℃; for 2h;98%
2,3-Diaminopyridine
452-58-4

2,3-Diaminopyridine

4-methylnicotinic acid
3222-50-2

4-methylnicotinic acid

2-(4-Methyl-pyridin-3-yl)-1H-imidazo[4,5-b]pyridine
120623-49-6

2-(4-Methyl-pyridin-3-yl)-1H-imidazo[4,5-b]pyridine

Conditions
ConditionsYield
With PPA at 210℃; for 2h;98%
2,3-Diaminopyridine
452-58-4

2,3-Diaminopyridine

carbon monoxide
201230-82-2

carbon monoxide

1,3-dihydro-imidazo[4,5-b]pyridin-2-one
16328-62-4

1,3-dihydro-imidazo[4,5-b]pyridin-2-one

Conditions
ConditionsYield
With selenium In tetrahydrofuran at 100℃; under 22800.7 Torr; for 20h;98%
2,3-Diaminopyridine
452-58-4

2,3-Diaminopyridine

C11H12N2OS3
83431-64-5

C11H12N2OS3

(3H-Imidazo[4,5-b]pyridin-2-yl)-(6-methoxy-benzothiazol-2-yl)-amine
103588-24-5

(3H-Imidazo[4,5-b]pyridin-2-yl)-(6-methoxy-benzothiazol-2-yl)-amine

Conditions
ConditionsYield
In various solvent(s) Heating;98%
2,3-Diaminopyridine
452-58-4

2,3-Diaminopyridine

valeric acid
109-52-4

valeric acid

2-n-butyl-imidazo<4,5-b>pyridine
68175-10-0

2-n-butyl-imidazo<4,5-b>pyridine

Conditions
ConditionsYield
With PPA for 3h; Heating;98%
With polyphosphoric acid at 100℃; for 5h;80%
With PPA at 100℃; for 5h;62%
2,3-Diaminopyridine
452-58-4

2,3-Diaminopyridine

2-methyl-1H-imidazo[4,5-c]pyridine
63604-59-1

2-methyl-1H-imidazo[4,5-c]pyridine

2-(1H-Imidazo[4,5-c]pyridin-2-yl)-3H-imidazo[4,5-b]pyridine
63572-60-1

2-(1H-Imidazo[4,5-c]pyridin-2-yl)-3H-imidazo[4,5-b]pyridine

Conditions
ConditionsYield
With sulfur at 200 - 210℃; for 4h;98%
2,3-Diaminopyridine
452-58-4

2,3-Diaminopyridine

phenylglyoxal hydrate
1074-12-0

phenylglyoxal hydrate

2-phenylpyrido[2,3-b]pyrazine

2-phenylpyrido[2,3-b]pyrazine

Conditions
ConditionsYield
With silica-supported bismuth(III) chloride In methanol at 20℃; for 0.166667h; Catalytic behavior; regioselective reaction;98%
With bismuth(lll) trifluoromethanesulfonate In water at 20℃; for 0.0833333h;92%
With (2,3,4,5,6-pentafluorophenyl)ammonium triflate In water at 20℃; for 1h; Green chemistry;92%
In ethanol Heating;77%
2,3-Diaminopyridine
452-58-4

2,3-Diaminopyridine

2-methyl-benzyl alcohol
89-95-2

2-methyl-benzyl alcohol

N,N′-bis(salicyliden)-2,3-diaminopyridine
189822-35-3

N,N′-bis(salicyliden)-2,3-diaminopyridine

Conditions
ConditionsYield
for 0.0333333h; microwave irradiation;98%
2,3-Diaminopyridine
452-58-4

2,3-Diaminopyridine

zinc(II) acetate dihydrate
5970-45-6

zinc(II) acetate dihydrate

salicylaldehyde
90-02-8

salicylaldehyde

[N,N′-bis(salicylidene)-2,3-diiminopyridine]zinc(II)
727375-59-9

[N,N′-bis(salicylidene)-2,3-diiminopyridine]zinc(II)

Conditions
ConditionsYield
In methanol at 70℃; for 4h;98%
In methanol under N2; salicylaldehyde in MeOH treated with Zn salt, mixt. stirred atroom temp., 2,3-diaminopyridine added, mixt. stirred; ppt. filtered off, washed with MeOH; elem. anal.;77%
2,3-Diaminopyridine
452-58-4

2,3-Diaminopyridine

4-hexadecyloxy-2-hydroxybenzaldehyde

4-hexadecyloxy-2-hydroxybenzaldehyde

zinc(II) acetate dihydrate
5970-45-6

zinc(II) acetate dihydrate

[N,N-bis(4-hexadecyloxy-2-hydroxybenzylidene)-2,3-pyridinediaminato]zinc(II)
1352312-67-4

[N,N-bis(4-hexadecyloxy-2-hydroxybenzylidene)-2,3-pyridinediaminato]zinc(II)

Conditions
ConditionsYield
In ethanol under N2; to a soln. of 4-alcoxy-2-hydroxybenzaldehyde (1.00 mmol) in ethanol, diamine (0.500 mmol) was added under stirring; mixt. was heated at reflux with stirring for 1 h; Zn-contg. compd. (0.500 mmol) addn.; heating at reflux with stirring for 1 h; after cooling, the ppt was collected by filtration, washed with ethanol and dried; elem. anal.;98%
2,3-Diaminopyridine
452-58-4

2,3-Diaminopyridine

oxalic acid diethyl ester
95-92-1

oxalic acid diethyl ester

NSC 91561
2067-84-7

NSC 91561

Conditions
ConditionsYield
at 100℃;98%
In water at 60℃; for 2h;81%
for 4h; Reflux;75%
2,3-Diaminopyridine
452-58-4

2,3-Diaminopyridine

Dimethyl N-(4-chloro-2-benzothiazolyl)-dithiocarbonimidate
83431-63-4

Dimethyl N-(4-chloro-2-benzothiazolyl)-dithiocarbonimidate

(4-Chloro-benzothiazol-2-yl)-(3H-imidazo[4,5-b]pyridin-2-yl)-amine
103588-25-6

(4-Chloro-benzothiazol-2-yl)-(3H-imidazo[4,5-b]pyridin-2-yl)-amine

Conditions
ConditionsYield
In various solvent(s) Heating;97%
2,3-Diaminopyridine
452-58-4

2,3-Diaminopyridine

ethyl 2-cyanoacetate
105-56-6

ethyl 2-cyanoacetate

2-(3H-imidazo[4,5-b]pyridin-2-yl)acetonitrile
107932-97-8

2-(3H-imidazo[4,5-b]pyridin-2-yl)acetonitrile

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 110℃; Microwave irradiation;97%
at 180℃; for 2h;75%
at 110 - 115℃; for 14h; Neat (no solvent);70%
2,3-Diaminopyridine
452-58-4

2,3-Diaminopyridine

trifluoroacetic acid
76-05-1

trifluoroacetic acid

2-Trifluoromethyl-3H-imidazo<4,5-b>pyridine
13797-63-2

2-Trifluoromethyl-3H-imidazo<4,5-b>pyridine

Conditions
ConditionsYield
for 48h; Heating;97%
2,3-Diaminopyridine
452-58-4

2,3-Diaminopyridine

1,2-bis(4-methoxyphenyl)-1,2-ethanedione
1226-42-2

1,2-bis(4-methoxyphenyl)-1,2-ethanedione

2,3-bis(p-methoxyphenyl)pyrido<2,3-b>pyrazine

2,3-bis(p-methoxyphenyl)pyrido<2,3-b>pyrazine

Conditions
ConditionsYield
With acetic acid In ethanol Reflux;97%
With zirconium(IV) chloride In methanol at 20℃; for 4h;95%
With SBA-15 mesoporous silica supported Fe(III)-Schiff base In water for 2h; Reflux;95%
2,3-Diaminopyridine
452-58-4

2,3-Diaminopyridine

Thiazole-4-carboxylic acid
3973-08-8

Thiazole-4-carboxylic acid

4-(1H-imidazo[4,5-b]pyridin-2-yl)thiazole
1848-82-4

4-(1H-imidazo[4,5-b]pyridin-2-yl)thiazole

Conditions
ConditionsYield
With PPA at 180℃; for 2h;97%
2,3-Diaminopyridine
452-58-4

2,3-Diaminopyridine

di(2-azulenyl)ethanedione
476692-34-9

di(2-azulenyl)ethanedione

2,3-di(2-azulenyl)-5.azaquinoxaline
1145777-27-0

2,3-di(2-azulenyl)-5.azaquinoxaline

Conditions
ConditionsYield
In ethanol for 20h; Reflux;97%
2,3-Diaminopyridine
452-58-4

2,3-Diaminopyridine

1,2-bis(4-fluorophenyl)ethane-1,2-dione
579-39-5

1,2-bis(4-fluorophenyl)ethane-1,2-dione

2,3-bis(4-fluorophenyl)pyrido[2,3-b]pyrazine
149159-43-3

2,3-bis(4-fluorophenyl)pyrido[2,3-b]pyrazine

Conditions
ConditionsYield
With SBA-15 mesoporous silica supported Fe(III)-Schiff base In water for 2h; Reflux;97%
With Cu(II)-Schiff base/SBA-15 In water for 2h; Reflux;96%
With zirconium oxide salicylaldehyde-(3-aminopropyl)trimethoxysilane imine complex modified SBA-15 In water for 2h; Reflux;96%
2,3-Diaminopyridine
452-58-4

2,3-Diaminopyridine

5-chloroindole 2,3-dione
17630-76-1

5-chloroindole 2,3-dione

C13H7ClN4
1621885-01-5

C13H7ClN4

Conditions
ConditionsYield
In ethylene glycol at 80℃; for 0.2h; Microwave irradiation; Green chemistry; chemoselective reaction;97%
2,3-Diaminopyridine
452-58-4

2,3-Diaminopyridine

ethyl 2-cyanoacetate
105-56-6

ethyl 2-cyanoacetate

2-(1H-imidazo[4,5-b]pyridin-2-yl)acetonitrile

2-(1H-imidazo[4,5-b]pyridin-2-yl)acetonitrile

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 110℃; Microwave irradiation;97%

2,3-diaminopyridine Specification

The 2,3-diaminopyridine, with the cas registry number 452-58-4, has the IUPAC name of pyridine-2,3-diamine. This is a kind of brown power and is sensitive to air. Besides, its product categories are various, including pyridines, pyrimidines, purines and pteredines; amines; pyridines derivates; highly purified reagents; other categories; refined products by sublimation; boronic acid; c5; heterocyclic building blocks.

The characteristics of this kind of chemical are as follows: (1)ACD/LogP: 0.27; (2)ACD/LogD (pH 5.5): -0.55; (3) ACD/LogD (pH 7.4): 0.24; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 5.06; (7)ACD/KOC (pH 7.4): 31.19; (8)#H bond acceptors: 3; (9)#H bond donors: 4; (10)#Freely Rotating Bonds: 1; (11)Polar Surface Area: 19.37; (12)Index of Refraction: 1.676; (13)Molar Refractivity: 32.81 cm3; (14)Molar Volume: 87.2 cm3; (15)Polarizability: 13 ×10-24 cm3; (16)Surface Tension: 70.9 dyne/cm; (17)Density: 1.251 g/cm3; (18)Flash Point: 167.7 °C; (19)Enthalpy of Vaporization: 55.22 kJ/mol; (20)Boiling Point: 311.3 °C at 760 mmHg; (21)Vapour Pressure: 0.00057 mmHg at 25°C; (22)Exact Mass: 109.063997; (23)MonoIsotopic Mass:109.063997; (24)Topological Polar Surface Area: 64.9; (25)Heavy Atom Count: 8; (26)Formal Charge: 0; (27)Complexity: 74.1.

The production method of this chemical is as below: 3-nitro-pyridin-2-ylamine could react to produce 2,3-diaminopyridine, with the following condition: reagent: iron; concentrated aqueous HCl; ethanol.

The use of this chemical is as below: 2,3-diaminopyridine could react with 2-oxo-propionic acid ethyl ester to produce 2-methyl-4H-pyrido[2,3-b]pyrazin-3-one, with the following condition: reagent: benzene.

When you are dealing with this chemical, you should be very careful and then take some measures to protect yourself. For being a kind of irritant chemical, it is irritating to eyes, respiratory system and skin and may cause inflammation to the skin or other mucous membranes. Then it is a kind of toxic chemical which may cause damage to health. Therefore, you should take the following instructions.  Wear suitable gloves and eye/face protection and protective clothing. If in case of contacting with eyes, rinse immediately with plenty of WATER and seek medical advice, and if in case of accident or if you feel unwell, seek medical advice immediately (show label where possible). Besides, after contacting with skin, wash immediately with plenty of ... (to be specified by the manufacturer). 

Additionally, the following datas could be converted into the molecular structure:
(1)Canonical SMILES: C1=CC(=C(N=C1)N)N
(2)InChI: InChI=1S/C5H7N3/c6-4-2-1-3-8-5(4)7/h1-3H,6H2,(H2,7,8)
(3)InChIKey: ZZYXNRREDYWPLN-UHFFFAOYSA-N 

Below are the toxicity information of this chemical:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 25mg/kg (25mg/kg)   Journal of Medicinal Chemistry. Vol. 8, Pg. 296, 1965.

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