5-NITROISATOIC ANHYDRIDE
- Product Name
- 5-NITROISATOIC ANHYDRIDE
- CAS No.
- 4693-02-1
- Chemical Name
- 5-NITROISATOIC ANHYDRIDE
- Synonyms
- 6-Nitroisatoic anhydride;NSC 73615;6-Nitro IA;5-NITROISATOIC ANHYDRIDE;5-Nitroisatoic anhydride 96%;6-nitro-1H-3,1-benzoxazine-2,4-dione;4(1h)-dione,6-nitro-2h-1-benzoxazine-2;6-nitro-1H-3,1-benzoxazine-2,4-quinone;6-NITRO-1H-BENZO[D][1,3]OXAZINE-2,4-DIONE;2H-3,1-Benzoxazine-2,4(1H)-dione, 6-nitro-
- CBNumber
- CB1112371
- Molecular Formula
- C8H4N2O5
- Formula Weight
- 208.13
- MOL File
- 4693-02-1.mol
5-NITROISATOIC ANHYDRIDE Property
- Melting point:
- 259 °C
- Boiling point:
- 347.31°C (rough estimate)
- Density
- 1.623±0.06 g/cm3 (20 ºC 760 Torr)
- refractive index
- 1.4900 (estimate)
- storage temp.
- Sealed in dry,Room Temperature
- pka
- 9.29±0.20(Predicted)
- CAS DataBase Reference
- 4693-02-1(CAS DataBase Reference)
- EPA Substance Registry System
- 2H-3,1-Benzoxazine-2,4(1H)-dione, 6-nitro- (4693-02-1)
Safety
- HS Code
- 2934999090
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
- N1245
- Product name
- 5NIA
- Packaging
- 1G
- Price
- $120
- Updated
- 2025/07/31
- Product number
- 018904
- Product name
- 5-Nitroisatoicanhydride,tech.
- Packaging
- 100g
- Price
- $185
- Updated
- 2021/12/16
- Product number
- CHM0027462
- Product name
- 5-NITROISATOIC ANHYDRIDE
- Purity
- 95.00%
- Packaging
- 5G
- Price
- $794.64
- Updated
- 2021/12/16
- Product number
- CHM0027462
- Product name
- 5-NITROISATOIC ANHYDRIDE
- Purity
- 95.00%
- Packaging
- 25G
- Price
- $1223.15
- Updated
- 2021/12/16
- Product number
- 018904
- Product name
- 5-Nitroisatoicanhydride,tech.
- Packaging
- 1g
- Price
- $10
- Updated
- 2021/12/16
5-NITROISATOIC ANHYDRIDE Chemical Properties,Usage,Production
Uses
6-Nitro-1H-benzo[d][1,3]oxazine-2,4-dione is a useful research chemical for organic synthesis/bioactive molecule design. 6-Nitro-1H-benzo[d][1,3]oxazine-2,4-dione is also used in the RNA structure probing studies.
Preparation
5-Nitroisatoic anhydride is prepared from 5-nitro indole (9g) by stirring in a 4:1 mixture of CH3CN/H2O for 1 h at 40℃. 1 H NMR (DMSO-d6): δ12.34 (s, Br., 1H), 8.59 (s Hz, 1H), 8.51 (d, J = 7.8 Hz, 1H), 7.31 (d, J = 8.7 Hz, 1H).
Synthesis
118-48-9
4693-02-1
Concentrated sulfuric acid (100 mL) was added to a 250 mL three-necked flask, the reaction system was cooled to 0-10 °C and indigo anhydride 1 (30.0 g, 0.18 mol) was added slowly under mechanical stirring. After complete dissolution of indirubic anhydride, 65% concentrated nitric acid (21.4 g, 0.22 mol) was slowly added dropwise, and the rate of dropwise acceleration was controlled to maintain the reaction temperature in the range of 0-10°C. The reaction was completed in about 1 h. The reaction system was cooled to 0-10°C with mechanical stirring. The dropwise addition process was completed in about 1 hour, after which the reaction was continued with stirring at the same temperature for 1 hour. Upon completion of the reaction, stirring was stopped and the reaction mixture was slowly poured into 300 mL of ice-water mixture and stirred for 20 min to fully precipitate the product. The precipitated solid was collected by filtration, washed with water several times and dried to give 5-nitroisatoic anhydride 2 (37.5 g, yield: 97.9%).
References
[1] Patent: CN103613549, 2016, B. Location in patent: Paragraph 0033-0035
[2] Bioorganic and Medicinal Chemistry, 2006, vol. 14, # 23, p. 8032 - 8042
[3] Chemical Communications, 2013, vol. 49, # 2, p. 190 - 192
[4] Synthetic Communications, 2011, vol. 41, # 22, p. 3265 - 3279
[5] Journal fuer Praktische Chemie (Leipzig), 1884, vol. <2> 30, p. 474
5-NITROISATOIC ANHYDRIDE Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 5-NITROISATOIC ANHYDRIDE manufacturers
- Product
- 5-NITROISATOIC ANHYDRIDE 4693-02-1
- Price
- US $2.20-8.80/kg
- Min. Order
- 1kg
- Purity
- 99%min
- Supply Ability
- 100kg
- Release date
- 2025-08-29
- Product
- 5-Nitroisatoic anhydride 4693-02-1
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- Customise
- Release date
- 2025-08-20
- Product
- 5-Nitroisatoic Anhydride 4693-02-1
- Price
- US $1.00-22.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 100000KG
- Release date
- 2024-08-06