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

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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)

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Safety

Hazard Codes: Xi
Risk Statements: 36/37/38
Safety Statements: 26-36
RIDADR: 2811
WGK Germany: 3
RTECS: ST2974000
F: 10
HS Code: 29215900
Toxicity: mic-sat 59 mmol/L ENMUDM 3,11,1981

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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.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: N21308
Product name: 3-Nitro-1,2-phenylenediamine
Purity: 98%
Packaging: 1g
Price: $70.3
Updated: 2023/06/20

Sigma-Aldrich

Product number: N21308
Product name: 3-Nitro-1,2-phenylenediamine
Purity: 98%
Packaging: 5g
Price: $297
Updated: 2023/06/20

TCI Chemical

Product number: N1301
Product name: 3-Nitrobenzene-1,2-diamine
Purity: min. 95.0 %
Packaging: 200MG
Price: $45
Updated: 2025/07/31

TCI Chemical

Product number: N1301
Product name: 3-Nitrobenzene-1,2-diamine
Purity: min. 95.0 %
Packaging: 1G
Price: $135
Updated: 2025/07/31

TRC

Product number: N494793
Product name: 3-Nitrobenzene-1,2-diamine
Packaging: 10mg
Price: $45
Updated: 2021/12/16

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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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1,2-Diamino-3-nitrobenzene Suppliers

Belgium 1 China 120 Europe 3 Germany 2 India 6 Japan 2 Switzerland 2 The Netherlands 1 United Kingdom 8 United States 20 Global 165

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View Lastest Price from 1,2-Diamino-3-nitrobenzene manufacturers

Career Henan Chemical Co

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

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3694-52-8

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