Home >Pharmaceutical > 5-Chloro-2-nitroaniline
- Chemical Name: 5-Chloro-2-nitroaniline
- CAS No.: 1635-61-6
Manufacturer supply top purity 5-Chloro-2-nitroaniline 1635-61-6 with ISO standards
- Molecular Formula: C6H5ClN2O2
- Molecular Weight: 172.571
- Appearance/Colour: yellow to orange powder
- Vapor Pressure: 8.7E-07mmHg at 25°C
- Melting Point: 125-129 °C (dec.)(lit.)
- Refractive Index: 1.628
- Boiling Point: 323.4 °C at 760 mmHg
- PKA: -1.46±0.25(Predicted)
- Flash Point: 149.4 °C
- PSA: 71.84000
- Density: 1.494 g/cm3
- LogP: 2.93480
5-Chloro-2-nitroaniline(Cas 1635-61-6) Usage
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Preparation |
Add 2.46mol of 2,4-dichloronitrobenzene, 7.72mol of toluene to a 3L autoclave, seal the autoclave, replace the air with nitrogen, then pass in 14.1mol of liquid ammonia, increase the temperature to 160℃, continue the reaction for 8h, and then lower the temperature to 40℃, drain the excess ammonia gas, open the kettle, add the obtained solid-liquid mixture to 800mL of water, continue to cool to 10℃, filter, add the resulting filter cake to the water, continue beating and filtering, the obtained solid is crystallized with methanol to obtain 388g , yield 91.2%, the purity of the liquid phase external standard is 99.5%. |
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Application |
5-Chloro-2-nitroaniline was used in the synthesis of 5-(4-substituted piperazin-1-yl)-2-nitroanilines and 5-(4-substituted piperazin-1-yl)benzimidazole-2-carbamates.The coupling of divinylbenzene cross-linked polystyrene with 5-chloro-2-nitroaniline followed by oxidative decyanation afforded benzophenone. |
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General Description |
The coupling of divinylbenzene cross-linked polystyrene with 5-chloro-2-nitroaniline followed by oxidative decyanation afforded benzophenone. |
InChI:InChI=1/C8H7ClN2O3/c1-5(12)10-7-4-6(9)2-3-8(7)11(13)14/h2-4H,1H3,(H,10,12)
1635-61-6 Relevant articles
Preparation of N-methoxycarbonyl-N'-[2-nitro-4(5)-propyl-thiophenyl]thiourea as prodrugs of albendazole
Hernandez-Luis, Francisco,Castillo, Rafael,Yepez-Mulia, Lilian,Cedillo-Rivera, Roberto,Martinez-Vazquez, Gabriel,Morales-Hurtado, Raul,Jung, Helgi,Sanchez, Monica,Hernandez-Campos, Alicia,Viveros, Noemi,Munoz, Onofre
, p. 2231 - 2236 (1996)
N-methoxycarbonyl-N'-(2-nitro-4-propylth...
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Fuson et al.
, p. 799,804 (1947)
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Lobry de Bruyn
, p. 158 (1917)
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Base promoted peroxide systems for the efficient synthesis of nitroarenes and benzamides
Gupta, Sampa,Ansari, Alisha,Sashidhara, Koneni V.
supporting information, (2019/09/07)
A useful and efficient approach for the ...
Preparation method for 5-chloro-2-nitroaniline
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Paragraph 0017; 0019, (2018/08/28)
The invention discloses a preparation me...
Molybdenum-Catalyzed Deoxygenation of Heteroaromatic N-Oxides and Hydroxides using Pinacol as Reducing Agent
Rubio-Presa, Rubén,Fernández-Rodríguez, Manuel A.,Pedrosa, María R.,Arnáiz, Francisco J.,Sanz, Roberto
supporting information, p. 1752 - 1757 (2017/05/22)
A molybdenum-catalyzed deoxygenation of ...
Steric-Hindrance-Induced Regio- and Chemoselective Oxidation of Aromatic Amines
Patil, Vilas Venunath,Shankarling, Ganapati Subray
, p. 7876 - 7883 (2015/09/01)
Unusual regio- and chemoselective oxidat...
1635-61-6 Process route
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95-83-0
4-Chloro-1,2-phenylenediamine
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1635-61-6
5-chloro-2-nitroaniline
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89-63-4
4-Chloro-2-nitroaniline
| Conditions | Yield |
|---|---|
|
With
1,9-diperoxynonanedioic acid;
In
acetonitrile;
at 50 ℃;
for 0.5h;
Overall yield = 93 %;
|
51 %Chromat.
49 %Chromat. |
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610-40-2
3,4-dinitro-chlorobenzene
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1635-61-6
5-chloro-2-nitroaniline
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89-63-4
4-Chloro-2-nitroaniline
| Conditions | Yield |
|---|---|
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With
titanium(III) chloride;
In
methanol; water;
Title compound not separated from byproducts;
|
15.90 % Chromat.
19.10 % Chromat. |
1635-61-6 Upstream products
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611-06-3
2,4-dichloronitrobenzene
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588-07-8
3-Chloroacetanilide
-
5443-33-4
N-(5-chloro-2-nitrophenyl)acetamide
-
672295-04-4
(5-chloro-2-nitro-phenyl)-phenyl sulfone
1635-61-6 Downstream products
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6373-65-5
N ,N '-bis-(5-chloro-2-nitro-phenyl)-methylenediamine
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132180-93-9
2-(5-chloro-2-nitro-phenyl)-benz[de ]isoquinoline-1,3-dione
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17348-69-5
5-chlorobenzofurazan-1-oxide
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160938-18-1
1-iodo-5-chloro-2-nitrobenzene