ChemicalBook > CAS DataBase List > 2-AMINO-4-BROMOBENZONITRILE

2-AMINO-4-BROMOBENZONITRILE

Product Name
2-AMINO-4-BROMOBENZONITRILE
CAS No.
304858-65-9
Chemical Name
2-AMINO-4-BROMOBENZONITRILE
Synonyms
Amino-4-bromobenzonitrile;2-amino-4-bromobenznitrile;2-Amino-4-bromobenzonitriL;2-AMINO-4-BROMOBENZONITRILE;2-Amino-4-bromobenxonitrile;Benzonitrile, 2-amino-4-bromo-;5-Bromo-2-cyanoaniline, 4-Bromoanthranilonitrile;2-AMINO-4-BROMOBENZONITRILE/2-aMino-4-broMobenzonitrile
CBNumber
CB5799871
Molecular Formula
C7H5BrN2
Formula Weight
197.03
MOL File
304858-65-9.mol
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2-AMINO-4-BROMOBENZONITRILE Property

Boiling point:
317.8±27.0 °C(Predicted)
Density 
1.69
refractive index 
1.652
storage temp. 
Keep in dark place,Inert atmosphere,Room temperature
form 
solid
pka
0.74±0.10(Predicted)
color 
light yellow
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Safety

TSCA 
N
HazardClass 
IRRITANT
HS Code 
2926907090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

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
A577250
Product name
2-Amino-4-bromobenxonitrile
Packaging
500mg
Price
$60
Updated
2021/12/16
TRC
Product number
A577250
Product name
2-Amino-4-bromobenxonitrile
Packaging
2.5g
Price
$75
Updated
2021/12/16
Biosynth Carbosynth
Product number
FA152678
Product name
2-Amino-4-bromobenzonitrile
Packaging
5mg
Price
$117
Updated
2021/12/16
Biosynth Carbosynth
Product number
FA152678
Product name
2-Amino-4-bromobenzonitrile
Packaging
10mg
Price
$203
Updated
2021/12/16
Biosynth Carbosynth
Product number
FA152678
Product name
2-Amino-4-bromobenzonitrile
Packaging
25mg
Price
$405
Updated
2021/12/16
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2-AMINO-4-BROMOBENZONITRILE Chemical Properties,Usage,Production

Uses

2-Amino-4-bromobenxonitrile can be used to synthesize IRAK4 inhibitors to treat autoimmune diseases or cancers.

Synthesis

115049-55-3

304858-65-9

To a cold solution of oxime 11 (8 g, 33.19 mmol) in dichloromethane (200 mL) was added 2,6-dimethylpyridine (4.5 mL, 38.8 mmol) at 0 °C, followed by slow dropwise addition of trifluoromethanesulfonic anhydride (5.6 mL, 33.34 mmol). After removing the cooling bath, the reaction mixture was heated to reflux and maintained for 3 hours. Upon completion of the reaction, the mixture was cooled to room temperature and DBU (9.9 mL, 66.3 mmol) was added slowly and dropwise while the internal temperature of the reaction was controlled to not exceed 30°C. Stirring was continued at room temperature for 1 h. Subsequently, the mixture was poured into an excess of dilute sodium bicarbonate solution under vigorous stirring. After stirring for a few minutes, the organic layer was separated. The aqueous layer was extracted twice with dichloromethane (100 mL x 2). The organic extracts were combined, dried with magnesium sulfate and concentrated to give a dark brown solid. The solid was purified by short silica gel column chromatography using pure dichloromethane as eluent. The collected grades were dried under vacuum, ground with dichloromethane/hexane (1:4, 50 mL), and the resulting solid was filtered and dried under vacuum to give 5.36 g (82% yield) of the final light yellow solid product.12 IR (KBr) νmax/cm-1 : 3436, 3310 (NH2), 3032 (Ar-H), 2920 ( Aliphatic-H), 2246 (CN), 1610, 1512, 1418 (C=C).1H NMR (500MHz, CDCl3) δ: 4.47 (br.s, 2H, NH2); 6.88 (dd, 1H, J=2.8, 8.2Hz, H-5); 6.94 (br.s, 1H, H-3); 7.24 (d, 1H, J=8.2 Hz, H-6).13C NMR (125.7 MHz, CDCl3) δ: 95.17 (C-1), 117.16 (CN), 118.15 (C-3), 121.60 (C-5), 129.03 (C-4), 133.60 (C-6), 150.47 (C-2). Calculated elemental analysis (%) C7H5BrN2 (195.96): C 42.67, H 2.56, N 14.22; measured values (%): C 42.60, H 2.61, N 14.17.

References

[1] Medicinal Chemistry, 2014, vol. 10, # 5, p. 484 - 496
[2] Patent: US8916704, 2014, B1. Location in patent: Page/Page column 8

2-AMINO-4-BROMOBENZONITRILE Preparation Products And Raw materials

Raw materials

Preparation Products

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2-AMINO-4-BROMOBENZONITRILE Suppliers

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View Lastest Price from 2-AMINO-4-BROMOBENZONITRILE manufacturers

Career Henan Chemical Co
Product
2-AMINO-4-BROMOBENZONITRILE 304858-65-9
Price
US $1.00/KG
Min. Order
1KG
Purity
95-99%
Supply Ability
as customer's need
Release date
2019-08-01

304858-65-9, 2-AMINO-4-BROMOBENZONITRILERelated Search:

4-Bromobenzonitrile 2-AMINO-4-BROMOBENZONITRILE 4-Bromo-2-isopropylamino-benzonitrile tert-butyl 5-bromo-2-cyanophenylcarbamate BENZONITRILE, 4-BROMO-2-NITRO- 4-Bromo-2-methylamino-benzonitrile 4-Bromo-2-(2-morpholin-4-yl-ethylamino)-benzonitrile 4-Bromo-2-(4-chloro-benzylamino)-benzonitrile 4-Bromo-2-(3-chloro-benzylamino)-benzonitrile 4-Bromo-2-(2-pyridin-4-yl-ethylamino)-benzonitrile 4-Bromo-2-(2-fluoro-benzylamino)-benzonitrile 4-Bromo-2-[(pyridin-3-ylmethyl)-amino]-benzonitrile 4-Bromo-2-ethylamino-benzonitrile 4-Bromo-2-(3-fluoro-benzylamino)-benzonitrile 4-Bromo-2-(2-pyridin-2-yl-ethylamino)-benzonitrile 4-Bromo-2-[(pyridin-2-ylmethyl)-amino]-benzonitrile 4-Bromo-2-phenethylamino-benzonitrile 4-Bromo-2-[2-(4-methyl-piperazin-1-yl)-ethylamino]-benzonitrile

  • 2-AMINO-4-BROMOBENZONITRILE
  • 2-AMINO-4-BROMOBENZONITRILE/2-aMino-4-broMobenzonitrile
  • 5-Bromo-2-cyanoaniline, 4-Bromoanthranilonitrile
  • Amino-4-bromobenzonitrile
  • 2-Amino-4-bromobenzonitriL
  • Benzonitrile, 2-amino-4-bromo-
  • 2-Amino-4-bromobenxonitrile
  • 2-amino-4-bromobenznitrile
  • 304858-65-9