2-[(3-Chlorophenyl)amino]benzoic acid
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![2-[(3-Chlorophenyl)amino]benzoic acid structure](https://file.echemi.com/fileManage/upload/canonicalSmiles/20220812/17d92021fd7e4d00afd4e0367d73746c.png "2-[(3-Chlorophenyl)amino]benzoic acid")
2-[(3-Chlorophenyl)amino]benzoic acid
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CAS No:
13278-36-9
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Formula:
C13H10ClNO2
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Chemical Name:
2-[(3-Chlorophenyl)amino]benzoic acid
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Synonyms:
Benzoic acid,2-[(3-chlorophenyl)amino]-;Anthranilic acid,N-(m-chlorophenyl)-;2-[(3-Chlorophenyl)amino]benzoic acid;N-(3-Chlorophenyl)-anthranilic acid;N-(m-Chlorophenyl)anthranilic acid;NSC 49135;2-(3-Chloroanilino)benzoic acid
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CAS No:
2-[(3-Chlorophenyl)amino]benzoic acid Basic Attributes
247.68
247.68
224-301-3
LW9LF7L96X
49135
DTXSID70157792
2922499990
Characteristics
49.33000
3.85480
1.376±0.06 g/cm3(Predicted)
167-168 °C
403.7±30.0 °C(Predicted)
198ºC
1.672
Safety Information
3
R22:Harmful if swallowed. R37/38:Irritating to respiratory system and skin . R41:Risk of serious damage to eyes. R40:Limited evidence of a carcinogenic effect. R36/37/38:Irritating to eyes, respiratory system and skin .
S26-S39-S24/25
UU7714900
Xn,Xi
2-[(3-Chlorophenyl)amino]benzoic acid Use and Manufacturing
It is derived from the condensation of o-chlorobenzoic acid and meta-chloroaniline. Add o-chlorobenzoic acid and liquid caustic soda to the reaction pot and stir for 1h to dissolve all o-chlorobenzoic acid. Add m-chloroaniline, heat to 75°C, add half amount of copper powder, and heat to 110°C and reflux for 3h. At this time, the pH of the reaction solution is 4-5. Then add the other half of the copper powder, reflux for 0.5h, add liquid caustic soda dropwise, reflux for 9h, adjust the pH to above 11, pass steam distillation, and recover m-chloroaniline. Adjust the pH to 3-4 with hydrochloric acid at 80-90°C, separate the water layer, wash with hot water, and filter. Wash the filter cake with hot water to obtain a crude product. Refined with acid and alkali and recrystallized with ethanol, the finished product of clofenac can be obtained.
Chlorfenamic acid is a non-steroidal anti-inflammatory drug with swelling, antipyretic and analgesic effects. It is used to treat rheumatoid and rheumatoid arthritis. The product is also an intermediate of the drug chlorpromazine.
Computed Properties
Molecular Weight:247.67
XLogP3:5.6
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:3
Exact Mass:247.0400063
Monoisotopic Mass:247.0400063
Topological Polar Surface Area:49.3
Heavy Atom Count:17
Complexity:272
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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