ChemicalBook > CAS DataBase List > 6-Bromonaphthalen-2-amine hydrochloride

6-Bromonaphthalen-2-amine hydrochloride

Product Name
6-Bromonaphthalen-2-amine hydrochloride
CAS No.
71590-31-3
Chemical Name
6-Bromonaphthalen-2-amine hydrochloride
Synonyms
6-BromonaphthaL;en-2-amine hydrochL;6-bromonaphthalen-2-amine HCL;6-Bromonaphthalen-2-amine hydrochloride;6-Bromo-2-naphthalenamine hydrochloride;2-Naphthalenamine-6-bromo-hydrochloride (1:1);6-BroMo-2-naphthalenaMine hydrochloride (1:1)
CBNumber
CB02561055
Molecular Formula
C10H9BrClN
Formula Weight
258.54216
MOL File
71590-31-3.mol
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6-Bromonaphthalen-2-amine hydrochloride Property

storage temp. 
Inert atmosphere,Room Temperature
Appearance
Off-white to gray Solid
InChI
InChI=1S/C10H8BrN.ClH/c11-9-3-1-8-6-10(12)4-2-7(8)5-9;/h1-6H,12H2;1H
InChIKey
PIUVTVGJKFGBJL-UHFFFAOYSA-N
SMILES
C1=C2C(C=C(Br)C=C2)=CC=C1N.[H]Cl
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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

AK Scientific
Product number
1114AC
Product name
6-Bromonaphthalen-2-aminehydrochloride
Packaging
1g
Price
$320
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
HCH0367843
Product name
6-BROMONAPHTHALEN-2-AMINE HYDROCHLORIDE
Purity
95.00%
Packaging
5MG
Price
$496.66
Updated
2021/12/16
Crysdot
Product number
CD41000477
Product name
6-Bromonaphthalen-2-aminehydrochloride
Purity
95+%
Packaging
5g
Price
$594
Updated
2021/12/16
Chemenu
Product number
CM123631
Product name
6-bromonaphthalen-2-aminehydrochloride
Purity
95%
Packaging
10g
Price
$916
Updated
2021/12/16
Crysdot
Product number
CD41000477
Product name
6-Bromonaphthalen-2-aminehydrochloride
Purity
95+%
Packaging
10g
Price
$970
Updated
2021/12/16
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6-Bromonaphthalen-2-amine hydrochloride Chemical Properties,Usage,Production

Synthesis

5773-80-8

71590-31-3

General procedure for the synthesis of 6-bromo-2-naphthalenamine hydrochloride from 6-bromo-2-naphthalenecarboxylic acid: 6-bromo-2-naphthalenecarboxylic acid (80.3 g, 319 mmol), diphenylphosphoryl azide (71 mL, 352 mmol), and triethylamine (50 mL, 358 mmol) were dissolved in tertiary butanol (400 mL), heated to reflux and stirred at this temperature for 15 hours. Upon completion of the reaction, the mixture was cooled to room temperature and poured into saturated aqueous sodium bicarbonate solution (600 mL) with vigorous stirring for 30 minutes. The resulting suspension was filtered, washed with water (200 mL), and dried under vacuum at 65 °C. The mixture was then dried over water. The obtained white solid was suspended in methanol (500 mL), cooled to -78 °C and passed through hydrogen chloride gas to saturation. Subsequently, the reaction mixture was stirred at room temperature for 15 h. The solid was collected by filtration and washed with ice-cold methanol (100 mL) to afford 6-bromo-2-naphthylamine hydrochloride (Int-6a) as an off-white solid (74.8 g, 91% yield), which could be used for the subsequent reaction without further purification. NMR hydrogen spectrum (DMSO-d6) δ: 10.5-10.0 (broad single peak, 3H), 8.23 (single peak, 1H), 7.99 (double peak, J = 9.0 Hz, 1H), 7.92 (double peak, J = 9.0 Hz, 1H), 7.84 (single peak, 1H), 7.68-7.65 (multiple peaks, 1H), 7.56-7.51 (multiple peaks). 1H). Low resolution mass spectrum: (M + 2H)+ = 223.

References

[1] Patent: WO2011/87740, 2011, A1. Location in patent: Page/Page column 74
[2] Patent: WO2011/66241, 2011, A1. Location in patent: Page/Page column 108
[3] Patent: EP2545060, 2015, B1. Location in patent: Paragraph 0328; 0329

6-Bromonaphthalen-2-amine hydrochloride Preparation Products And Raw materials

Raw materials

Preparation Products

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71590-31-3, 6-Bromonaphthalen-2-amine hydrochlorideRelated Search:


  • 6-Bromonaphthalen-2-amine hydrochloride
  • 6-BroMo-2-naphthalenaMine hydrochloride (1:1)
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