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Home> Encyclopedia >Pharmaceutical Intermediates>Organic Intermediates>Organic Intermediate
5-Bromo-2-nitropyridine structure
5-Bromo-2-nitropyridine structure


Iupac Name:5-bromo-2-nitropyridine
CAS No.: 39856-50-3
Molecular Weight:202.99352
Modify Date.: 2022-11-22 22:10

500 L of glacial acetic acid and 150 L of acetic acid recovered in were charged into a 1000 L autoclave, and the circulating water was stirred and stirred. After homogeneous mixing, 120 kg of 2-amino-5-bromopyridine was slowly added and the temperature was controlled at 20C. , Stirring 30min, slowly dropping 300kg peracetic acid, when dropping to about 50kg, the temperature began to slowly rise, stop dropping, when the temperature does not rise began to decline, and then dropping the remaining amount, until the peracetic acid plus Finished, the whole process temperature control at 30 . After completion of the dropwise addition, the temperature was controlled at 40 ° C and the reaction was carried out at constant temperature for 20 hours. When the reaction is complete, vacuum distillation, steaming about 600L acetic acid, to stop the distillation. The remaining liquid cooling to 25 , and then add 500L of water, with 40percent sodium hydroxide solution to adjust the pH value of the material to 8, cooled to -20 , filtration, drying, 125kg solid, crude The yield was 89.3percent. The recrystallized product was 120.5kg and the yield was 86.1percent.Add 1000ml of 30percent hydrogen peroxide solution to a 1000ml three-neck reaction flask, cool down to 15 °C with a low temperature reaction bath, and drop 320ml of 98percent concentrated sulfuric acid into the hydrogen peroxide water in the reaction bottle with a constant pressure dropping funnel. The temperature of the solution in the bottle is controlled at 5 In the range of -15 ° C, the solution B was added dropwise. At the same time, 160ml of 98percent concentrated sulfuric acid was added to another 1000ml three-neck reaction flask, and 60.00g of 2-amino-5-bromopyridine was added in batches by a low temperature reaction bath, and the temperature was controlled within the range of 5-15 °C.The solution A was obtained after the addition.The A and B solutions are all prepared, and the solution B is added dropwise to the solution A by a constant pressure dropping funnel, and the temperature of the reaction bottle is controlled by the low temperature reaction bath in the range of 0-10 ° C, and the optimum temperature is 5 ° C. The temperature change value was not more than 3 ° C. After the dropwise addition was completed, the reaction liquid was slowly heated to 50 ° C, the reaction was continued for 3 hours, and the sample was taken for TLC analysis to disappear.Add 5000 ml of water to a 5000 ml three-neck reaction flask, and cool to within 15 ° C. The above reaction solution is added to water with a constant pressure dropping funnel while stirring, and the temperature is controlled within a range of -15 ° C. After the dropwise addition is completed, Continue stirring for 18-20 minutes. At 5-15 ° C, 720 g of 30percent liquid alkali was added, stirring was continued for 0.5 hours, then filtered under reduced pressure, washed with 100 ml of water, and the filter cake was neutralized with a dilute alkali to pH = 7 and filtered again. The resulting solid was recrystallized from methanol and filtered hot.Dry to give a pale yellow solid of 51.13 g of product.Yield 73.4percent, The purity of the product liquid chromatography is greater than 99percent.Reference 5-Bromo-2-nitro-pyridine. A solution of 2-amino-5-bromo-pyridine (5 g, 28.9 mmol) in cone, sulfuric acid (10 mL) was added dropwise to a cold (0

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1. Names and Identifiers
1.1 Name
1.2 Synonyms

2-NITRO-5-BROMO PYRIDINE(5-BROMO-2-NITROPYRIDINE) 2-NITRO-5-BROMOPYRIDINE 3-BROMO-6-NITROPYRIDINE 3-Bromo-6-nitropyridine (5-Bromo-2-nitropyridine) 5-Brom-2-nitro-pyridin 5-bromo-2-nitro-pyridine 5-Bromo-2-notropyridine AKOS BBS-00001330 MFCD00160411 Pyridine, 5-bromo-2-nitro- T6NJ BNW EE

1.3 CAS No.
1.4 CID
1.6 Molecular Formula
C5H3BrN2O2 (isomer)
1.7 Inchi
1.8 InChkey
1.9 Canonical Smiles
1.10 Isomers Smiles
2. Properties
2.1 Density
2.1 Melting point
2.1 Boiling point
292.3°C at 760 mmHg
2.1 Refractive index
2.1 Flash Point
2.1 Precise Quality
2.1 PSA
2.1 logP
2.1 Appearance
White to Light gray to Green powder to crystal
2.2 Storage
Ambient temperatures.
2.3 Chemical Properties
Colorless solid 5-Bromo-2-nitropyridineSupplier
2.4 Color/Form
White to yellow to beige powder or crystal or chunks
2.5 pKa
2.6 StorageTemp
Inert atmosphere,Room Temperature
3. Safety and Handling
3.1 Symbol
3.1 Hazard Codes
3.1 Signal Word
3.1 Risk Statements
3.1 Safety Statements
3.1 Packing Group
3.1 Hazard Class
3.1 Hazard Declaration
NONH for all modes of transport
3.1 Caution Statement
P261-P305 + P351 + P338
3.1 WGK Germany

2.Hazard identification

2.1 Classification of the substance or mixture

Skin irritation, Category 2

Eye irritation, Category 2

Specific target organ toxicity \u2013 single exposure, Category 3

2.2 GHS label elements, including precautionary statements

Signal word


Hazard statement(s)

H315 Causes skin irritation

H319 Causes serious eye irritation

H335 May cause respiratory irritation

Precautionary statement(s)

P264 Wash ... thoroughly after handling.

P280 Wear protective gloves/protective clothing/eye protection/face protection.

P261 Avoid breathing dust/fume/gas/mist/vapours/spray.

P271 Use only outdoors or in a well-ventilated area.


P302+P352 IF ON SKIN: Wash with plenty of water/...

P321 Specific treatment (see ... on this label).

P332+P313 If skin irritation occurs: Get medical advice/attention.

P362+P364 Take off contaminated clothing and wash it before reuse.

P305+P351+P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.

P337+P313 If eye irritation persists: Get medical advice/attention.

P304+P340 IF INHALED: Remove person to fresh air and keep comfortable for breathing.

P312 Call a POISON CENTER/doctor/\u2026if you feel unwell.


P403+P233 Store in a well-ventilated place. Keep container tightly closed.

P405 Store locked up.


P501 Dispose of contents/container to ...

2.3 Other hazards which do not result in classification


7. Other Information
7.0 BRN
7.1 Chemical Properties
Colorless solid
7.2 Mesh Entry Terms
8. Computational chemical data
  • Molecular Weight: 202.99352g/mol
  • Molecular Formula: C5H3BrN2O2
  • Compound Is Canonicalized: True
  • XLogP3-AA: 1.7
  • Exact Mass: 201.93779
  • Monoisotopic Mass: 201.93779
  • Complexity: 136
  • Rotatable Bond Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Topological Polar Surface Area: 58.7
  • Heavy Atom Count: 10
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count: 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Isotope Atom Count: 0
  • Covalently-Bonded Unit Count: 1
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