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329974-09-6

Basic Information
CAS No.: 329974-09-6
Name: 4-Bromo-2,6-diaminopyridine
Article Data: 8
Molecular Structure:
Molecular Structure of 329974-09-6 (4-Bromo-2,6-diaminopyridine)
Formula: C5H6BrN3
Molecular Weight: 188.027
Synonyms: 2,6-Diamino-4-bromopyridine;4-Bromo-2,6-diaminopyridine;4-bromopyridine-2,6-diamine;
EINECS: -0
Density: 1.818 g/cm3
Melting Point: 126 °C
Boiling Point: 352.697 °C at 760 mmHg
Flash Point: 167.105 °C
Hazard Symbols: Xi
Risk Codes: 36/37/38
Safety: 26-36
PSA: 64.93000
LogP: 2.17090
Synthetic route
410534-47-3

(4-bromo-6-tert-butoxycarbonylamino-pyridin-2-yl)-carbamic acid tert-butyl ester

329974-09-6

4-bromo-pyridine-2,6-diamine

Conditions
ConditionsYield
With trifluoroacetic acid In dichloromethane74%
With trifluoroacetic acid In toluene for 2h; Reflux;209 mg
329974-10-9

4-bromo-pyridine-2,6-dicarbonyl diazide

329974-09-6

4-bromo-pyridine-2,6-diamine

Conditions
ConditionsYield
Stage #1: 4-bromo-pyridine-2,6-dicarbonyl diazide With tert-butyl alcohol Heating;
Stage #2: With trifluoroacetic acid In dichloromethane
74%

N,N'-dibenzyl-4-bromo-1-oxypyridine-2,6-diamine

329974-09-6

4-bromo-pyridine-2,6-diamine

Conditions
ConditionsYield
With sulfuric acid at 40℃; for 1.5h;68.5%
1310-73-2

sodium hydroxide

76-05-1

trifluoroacetic acid

329974-10-9

4-bromo-pyridine-2,6-dicarbonyl diazide

329974-09-6

4-bromo-pyridine-2,6-diamine

Conditions
ConditionsYield
Stage #1: 4-bromo-pyridine-2,6-dicarbonyl diazide In toluene; tert-butyl alcohol for 12h; Heating / reflux;
Stage #2: trifluoroacetic acid In toluene for 2h; Heating / reflux;
Stage #3: sodium hydroxide In diethyl ether; water
67%

4-bromo-1-oxypyridine-2,6-diamine

329974-09-6

4-bromo-pyridine-2,6-diamine

Conditions
ConditionsYield
With iron; acetic acid In water at 100℃; for 2h;59.4%
2408-70-0

2,4,6-tribromopyridine

A

39771-34-1

4-amino-2,6-dibromopyridine

B

329974-09-6

4-bromo-pyridine-2,6-diamine

C

2,4-diamino-6-bromopyridine

Conditions
ConditionsYield
With ammonia In waterA n/a
B 25%
C n/a
2408-70-0

2,4,6-tribromopyridine

329974-09-6

4-bromo-pyridine-2,6-diamine

Conditions
ConditionsYield
With ammonium hydroxide at 200℃;
668992-72-1

4-bromopyridine-2,6-biscarbonamide

329974-09-6

4-bromo-pyridine-2,6-diamine

Conditions
ConditionsYield
With potassium hydroxide; bromine for 4h; Hofmann rearrangement; Heating;
With bromine; potassium hydroxide at 0 - 90℃; for 2.5h;
1206250-19-2

C5H4BrClN2

329974-09-6

4-bromo-pyridine-2,6-diamine

Conditions
ConditionsYield
With ammonia
626-05-1

2,6-Dibromopyridine

329974-09-6

4-bromo-pyridine-2,6-diamine

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: trifluoroacetic acid; dihydrogen peroxide / water / 5 h / 95 - 100 °C / Large scale
2: sulfuric acid; nitric acid / 20 h / 60 °C / Large scale
3: Acetyl bromide / acetic acid / 5 h / 60 - 80 °C
4: toluene / 2 h / 70 °C
5: sulfuric acid / 1.5 h / 40 °C
View Scheme
Multi-step reaction with 5 steps
1: trifluoroacetic acid; dihydrogen peroxide / water / 5 h / 95 - 100 °C / Large scale
2: sulfuric acid; nitric acid / 20 h / 60 °C / Large scale
3: Acetyl bromide / acetic acid / 5 h / 60 - 80 °C
4: potassium carbonate / toluene / 21 h / 110 °C
5: sulfuric acid / 1.5 h / 40 °C
View Scheme
Multi-step reaction with 5 steps
1: trifluoroacetic acid; dihydrogen peroxide / water / 5 h / 95 - 100 °C / Large scale
2: sulfuric acid; nitric acid / 20 h / 60 °C / Large scale
3: Acetyl bromide / acetic acid / 5 h / 60 - 80 °C
4: ammonium hydroxide / water / 3 h / 110 °C / Sealed tube
5: iron; acetic acid / water / 2 h / 100 °C
View Scheme
Multi-step reaction with 5 steps
1: trifluoroacetic acid; dihydrogen peroxide / water / 5 h / 95 - 100 °C / Large scale
2: sulfuric acid; nitric acid / 20 h / 60 °C / Large scale
3: Acetyl bromide / acetic acid / 5 h / 60 - 80 °C
4: ammonium hydroxide / water / 5 h / 140 °C / Sealed tube
5: iron; acetic acid / water / 2 h / 100 °C
View Scheme
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Chemistry

Empirical Formula: C5H6BrN3
Molecular Weight: 188.0252 
Polar Surface Area: 64.93 Å2
Index of Refraction: 1.712
Molar Refractivity: 40.507 cm3
Molar Volume: 103.402 cm3
Polarizability: 16.058 ×10-24 cm3
Surface Tension: 74.301 dyne/cm
Density: 1.818 g/cm3
Flash Point: 167.105 °C
Enthalpy of Vaporization: 59.754 kJ/mol
Boiling Point: 352.697 °C at 760 mmHg 
The Cas Register Number of  2,6-Pyridinediamine,4-bromo- is 329974-09-6.The chemical synonyms of  2,6-Pyridinediamine,4-bromo-(CAS NO.329974-09-6) are 4-Bromopyridine-2,6-diamine .The molecular structure of  2,6-Pyridinediamine,4-bromo- (CAS NO.329974-09-6) is
.

Uses

  2,6-Pyridinediamine,4-bromo- (CAS NO.329974-09-6) is used in organic synthesis .