ChemicalBook > CAS DataBase List > 2-AMINO-6-BROMO-1,8-NAPHTHYRIDINE

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
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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
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Safety

Risk Statements 
41
Safety Statements 
26-39
HS Code 
2902900000
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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.

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N-Bromosuccinimide Price

TRC
Product number
B755180
Product name
6-Bromo-1,8-naphthyridin-2-amine
Packaging
500mg
Price
$285
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
HCH0143454
Product name
2-AMINO-6-BROMO-1,8-NAPHTHYRIDINE
Purity
95.00%
Packaging
250MG
Price
$332.85
Updated
2021/12/16
AK Scientific
Product number
W7633
Product name
2-Amino-6-bromo-1,8-naphthyridine
Packaging
250mg
Price
$207
Updated
2021/12/16
Apolloscientific
Product number
OR41142
Product name
2-Amino-6-bromo-1,8-naphthyridine
Packaging
250mg
Price
$240
Updated
2021/12/16
SynQuest Laboratories
Product number
3H30-9-51
Product name
2-Amino-6-bromo-1,8-naphthyridine
Packaging
250mg
Price
$264
Updated
2021/12/16
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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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