5-Nitroanthranilonitrile
5-Nitroanthranilonitrile Basic information
- Product Name:
- 5-Nitroanthranilonitrile
- Synonyms:
-
- 2-Cyan-4-nitroaniline
- 2-cyano-4-nitro-anilin
- 2-kyan-4-nitroanilin
- 5-NITROANTHRANILONITRILE
- 5-nitro-anthranilonitril
- 2-amino-5-nitro-benzonitril
- 2-CYANO-4-NITROANILINE
- 2-AMINO-5-NITROBENZONITRILE
- CAS:
- 17420-30-3
- MF:
- C7H5N3O2
- MW:
- 163.13
- EINECS:
- 241-446-8
- Product Categories:
-
- Aromatic Nitriles
- Building Blocks
- C6 to C7
- Chemical Synthesis
- Cyanides/Nitriles
- Nitrogen Compounds
- Organic Building Blocks
- john's
- Mol File:
- 17420-30-3.mol
5-Nitroanthranilonitrile Chemical Properties
- Melting point:
- 200-207 °C(lit.)
- Boiling point:
- 290.19°C (rough estimate)
- Density
- 1.4141 (rough estimate)
- refractive index
- 1.5500 (estimate)
- Flash point:
- 234 °C
- storage temp.
- Keep in dark place,Inert atmosphere,Room temperature
- solubility
- DMSO (Slightly)
- form
- Solid
- pka
- -1.97±0.10(Predicted)
- color
- Dark Yellow
- BRN
- 1425714
- InChI
- InChI=1S/C7H5N3O2/c8-4-5-3-6(10(11)12)1-2-7(5)9/h1-3H,9H2
- InChIKey
- MGCGMYPNXAFGFA-UHFFFAOYSA-N
- SMILES
- C(#N)C1=CC([N+]([O-])=O)=CC=C1N
- CAS DataBase Reference
- 17420-30-3(CAS DataBase Reference)
- EPA Substance Registry System
- Benzonitrile, 2-amino-5-nitro- (17420-30-3)
Safety Information
- Hazard Codes
- Xn
- Risk Statements
- 20/21/22-36/37/38
- Safety Statements
- 22-24/25-36-26
- WGK Germany
- 2
- RTECS
- BX2500000
- TSCA
- Yes
- HS Code
- 29269090
- Toxicity
- mouse,LD50,oral,6710mg/kg (6710mg/kg),Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 30(1), Pg. 50, 1986.
MSDS
- Language:English Provider:2-Amino-5-nitrobenzonitrile
- Language:English Provider:SigmaAldrich
- Language:English Provider:ACROS
- Language:English Provider:ALFA
5-Nitroanthranilonitrile Usage And Synthesis
Chemical Properties
yellow to brownish powder. 2-Amino-5-nitrobenzonitrile [17420-30-3], 2-cyano-4-nitroaniline, Mr 163.13, mp 210℃, is readily soluble in acetone, chloroform, and benzene; it is sparingly soluble in water and ethanol. As already mentioned, the reaction of 2-chloro5-nitrobenzonitrile with ammonia gives 2-amino-5-nitrobenzonitrile, an intermediate for azo dyes.
Production Methods
A newer synthetic route
starts from 6-nitroisatoic anhydride [2H-3,1-benzoxazine-6-nitro-2,4 (1H)-dione]: the latter is
converted into 2-amino-5-nitrobenzonitrile by
reaction with ammonia, subsequent treatment
with phosgene in dimethylformamide or Nmethylpyrrolidone, followed by hydrolysis of
the formamidine.
Synthesis Reference(s)
Journal of the American Chemical Society, 82, p. 3152, 1960 DOI: 10.1021/ja01497a043
References
[1] Bioorganic and Medicinal Chemistry Letters, 2016, vol. 26, # 11, p. 2589 - 2593
5-Nitroanthranilonitrile Preparation Products And Raw materials
Raw materials
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5-Nitroanthranilonitrile(17420-30-3)Related Product Information
- ALTRENOGEST
- 3,4-Dichloroaniline
- 3-Aminophenol
- 6-Aminocaproic acid
- Glycine
- 2-Methyl-4-nitroaniline
- N-Methyl-4-nitroaniline
- Tris(hydroxymethyl)aminomethane
- 4-Chloro-2-nitroaniline
- Disperse Violet 33
- 2-Amino-3-bromo-5-nitrobenzonitrile
- Disperse Red 73
- 4-Nitroaniline
- Disperse Blue 165
- 2-Amino-3-chloro-5-nitrobenzonitrile
- Disperse Blue 183
- 2-(2-HYDROXYETHYLAMINO)-5-NITROBENZONITRILE
- 3-Nitroaniline