2-AMINO-6-BROMO-1,8-NAPHTHYRIDINE
- Product Name
- 2-AMINO-6-BROMO-1,8-NAPHTHYRIDINE
- CAS No.
- 64874-38-0
- Chemical Name
- 2-AMINO-6-BROMO-1,8-NAPHTHYRIDINE
- Synonyms
- 6-BROMO-1,8-NAPHTHYRIDIN-2-AMINE;2-AMINO-6-BROMO-1,8-NAPHTHYRIDINE;1,8-Naphthyridin-2-amine, 6-bromo-;6-Bromo-1,8-naphthyridin-2-amine, 2-Amino-6-bromo-1,8-diazanaphthalene
- CBNumber
- CB12452774
- Molecular Formula
- C8H6BrN3
- Formula Weight
- 224.06
- MOL File
- 64874-38-0.mol
2-AMINO-6-BROMO-1,8-NAPHTHYRIDINE Property
- Melting point:
- 210-212 °C (sublm)
- Boiling point:
- 357.2±37.0 °C(Predicted)
- Density
- 1.744±0.06 g/cm3(Predicted)
- storage temp.
- Keep in dark place,Inert atmosphere,Room temperature
- form
- solid
- pka
- 4.15±0.30(Predicted)
- Appearance
- Light yellow to orange Solid
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- B755180
- Product name
- 6-Bromo-1,8-naphthyridin-2-amine
- Packaging
- 500mg
- Price
- $285
- Updated
- 2021/12/16
- Product number
- HCH0143454
- Product name
- 2-AMINO-6-BROMO-1,8-NAPHTHYRIDINE
- Purity
- 95.00%
- Packaging
- 250MG
- Price
- $332.85
- Updated
- 2021/12/16
- Product number
- W7633
- Product name
- 2-Amino-6-bromo-1,8-naphthyridine
- Packaging
- 250mg
- Price
- $207
- Updated
- 2021/12/16
- Product number
- OR41142
- Product name
- 2-Amino-6-bromo-1,8-naphthyridine
- Packaging
- 250mg
- Price
- $240
- Updated
- 2021/12/16
- Product number
- 3H30-9-51
- Product name
- 2-Amino-6-bromo-1,8-naphthyridine
- Packaging
- 250mg
- Price
- $264
- Updated
- 2021/12/16
2-AMINO-6-BROMO-1,8-NAPHTHYRIDINE Chemical Properties,Usage,Production
Uses
6-Bromo-1,8-naphthyridin-2-amine is used as a reactant in the preparation of substituted naphthyridines as H-PGDS inhibitors.
Synthesis
141-86-6
2065-75-0
64874-38-0
General procedure for the synthesis of 2-amino-6-bromo-1,8-naphthyridine from 2,6-diaminopyridine and 2-bromomalonaldehyde: 2,6-diaminopyridine (6.0 g, 55 mmol) and 2-bromo-1,3-malonaldehyde (8.0 g, 53 mmol) were dissolved in 85% orthophosphoric acid (160 mL) and heated and refluxed for 6 hours. Upon completion of the reaction, the reaction endpoint was confirmed by thin layer chromatography (TLC) monitoring. After cooling the reaction mixture to room temperature, it was neutralized with ammonia (NH4OH) solution to give a dark brown solid. After filtration and drying of this solid, it was dissolved in methanol (MeOH) with the aid of sonication. Purification by column chromatography afforded the light yellow solid product 2-amino-6-bromo-1,8-naphthyridine (3.85 g, 30.3% yield), which had an Rf value of 0.39 (unfolding reagent ratio CH2Cl2:MeOH = 10:1) and a melting point of 160-162°C (literature value 4: 210-212°C). The 1H NMR (500 MHz, DMSO-d6) data of the product were as follows: δ 7.82 (d, J = 2.6 Hz, 1H), 7.46 (d, J = 2.6 Hz, 1H), 7.04 (d, J = 8.8 Hz, 1H), 6.14 (s, 2H), 5.99 (d, J = 8.8 Hz, 1H).
References
[1] Heterocycles, 2015, vol. 91, # 5, p. 1001 - 1006
2-AMINO-6-BROMO-1,8-NAPHTHYRIDINE Preparation Products And Raw materials
Raw materials
Preparation Products
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