1,2-Diamino-3-nitrobenzene
Uses Application- Product Name
- 1,2-Diamino-3-nitrobenzene
- CAS No.
- 3694-52-8
- Chemical Name
- 1,2-Diamino-3-nitrobenzene
- Synonyms
- 3-NITROBENZENE-1,2-DIAMINE;3-nitro-o-phenylenediamin;TIMTEC-BB SBB004046;2-amino-3-nitroaniline;2-Amino-6-nitroaniline;6-nitro-2-aMinoaniline;2,3-Diaminonitrobenzene;Ilaprazole Impurity 169;3-NITRO-O-PHENYLENEDIAMINE;3-nitro-1,2-benzenediamine
- CBNumber
- CB8171139
- Molecular Formula
- C6H7N3O2
- Formula Weight
- 153.14
- MOL File
- 3694-52-8.mol
1,2-Diamino-3-nitrobenzene Property
- Melting point:
- 156-159 °C(lit.)
- Boiling point:
- 276.04°C (rough estimate)
- Density
- 1.3682 (rough estimate)
- refractive index
- 1.6500 (estimate)
- storage temp.
- Keep in dark place,Inert atmosphere,Room temperature
- pka
- 2.02±0.10(Predicted)
- form
- Needle-Like Crystals
- color
- Dark red
- BRN
- 909344
- InChI
- InChI=1S/C6H7N3O2/c7-4-2-1-3-5(6(4)8)9(10)11/h1-3H,7-8H2
- InChIKey
- IOCXBXZBNOYTLQ-UHFFFAOYSA-N
- SMILES
- C1(N)=CC=CC([N+]([O-])=O)=C1N
- CAS DataBase Reference
- 3694-52-8(CAS DataBase Reference)
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
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
- N21308
- Product name
- 3-Nitro-1,2-phenylenediamine
- Purity
- 98%
- Packaging
- 1g
- Price
- $70.3
- Updated
- 2023/06/20
- Product number
- N21308
- Product name
- 3-Nitro-1,2-phenylenediamine
- Purity
- 98%
- Packaging
- 5g
- Price
- $297
- Updated
- 2023/06/20
- Product number
- N1301
- Product name
- 3-Nitrobenzene-1,2-diamine
- Purity
- min. 95.0 %
- Packaging
- 200MG
- Price
- $45
- Updated
- 2025/07/31
- Product number
- N1301
- Product name
- 3-Nitrobenzene-1,2-diamine
- Purity
- min. 95.0 %
- Packaging
- 1G
- Price
- $135
- Updated
- 2025/07/31
- Product number
- N494793
- Product name
- 3-Nitrobenzene-1,2-diamine
- Packaging
- 10mg
- Price
- $45
- Updated
- 2021/12/16
1,2-Diamino-3-nitrobenzene Chemical Properties,Usage,Production
Uses
3-Nitro-o-phenylenediamine can be used as a pharmaceutical synthesis intermediate. It can be prepared by using 2,6-dinitrochlorobenzene as a reactant to prepare intermediate 2,6-dinitroaniline, which is then further reacted with sodium sulfide to obtain the final product.
Application
3-Nitro-o-phenylenediamine can be used to synthesize 4-nitro-2-benzimidazole: 1319.6 kg of 99.4% pure 3-nitro-o-phenylenediamine is mixed with 565.4 kg of urea and 1847.4 kg of 69% sulfuric acid, stirred, and heated to 108-110℃ until the reaction is complete, yielding 1521.9 kg of 98.8% pure 4-nitro-2-benzimidazole, with a yield of 98.0%.
Chemical Properties
dark red needle-like crystals
Safety Profile
Mutation data reported. Whenheated to decomposition it emits toxic vapors of NOx.
Synthesis
606-22-4
3694-52-8
General procedure for the synthesis of 3-nitro-o-phenylenediamine from 2,6-dinitroaniline: 14 g of 1-amino-2,5-dinitrobenzene was dissolved in 225 mL of methanol, followed by the slow addition of a solution prepared from 60 g of sodium sulfide and 21 g of sodium bicarbonate dissolved in 240 mL of water. The rate of addition was controlled through a dropping funnel while maintaining the temperature of the reaction system at 60 °C. After the addition was completed, the reaction continued to be stirred at 60°C for 1 hour. Upon completion of the reaction, the reaction mixture was cooled to room temperature and subsequently separated by filtration. The product was analyzed by mass spectrometry showing a m/z (FD+) of 153 (calculated value 153.1396). 1H-NMR spectrum showed chemical shifts of 7.7228, 7.7203, 7.7026, 7.2433, 6.9245, 6.6209, 6.6063, 6.6038, 6.5886, 5.9210, 3.3978 ppm. A final reddish brown fine crystal product of 7.79 g was obtained with a yield of 66.5% and a melting point of 140 °C.
References
[1] Synthetic Communications, 1995, vol. 25, # 5, p. 711 - 718
[2] Journal of Medicinal Chemistry, 1999, vol. 42, # 12, p. 2064 - 2086
[3] Nucleosides, Nucleotides and Nucleic Acids, 2010, vol. 29, # 1, p. 27 - 38
[4] Chemistry - A European Journal, 2011, vol. 17, # 23, p. 6533 - 6544
[5] Organic Preparations and Procedures International, 1999, vol. 31, # 3, p. 347 - 348
1,2-Diamino-3-nitrobenzene Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 1,2-Diamino-3-nitrobenzene manufacturers
- Product
- 1,2-Diamino-3-nitrobenzene 3694-52-8
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- 100KG
- Release date
- 2018-12-25