Identification | More | [Name]
2,6-DICHLORODIPHENYLAMINE | [CAS]
15307-93-4 | [Synonyms]
2,6-DICHLORODIPHENYLAMINE N-PHENYL-2,6-DICHLOROANILINE TIMTEC-BB SBB003229 2,6-dichloro-N-phenylaniline Benzenamine, 2,6-dichloro-N-phenyl- Diphenylamine,2,6-dichloro- N-Phenyl-2,6-dichlorophenylaniline N-(2,6-DICHLOROPHENYL)ANILINEDICLOFENAC SODIUM N-(2,6-Dichlorophenyl)aniline 2,6-Dichloro-N-phenylbenzamine 2,6-Dichlorophenylphenylamine N-Phenyl-2,6-dichlorobenzenamine | [EINECS(EC#)]
239-349-0 | [Molecular Formula]
C12H9Cl2N | [MDL Number]
MFCD00269648 | [Molecular Weight]
238.11 | [MOL File]
15307-93-4.mol |
Chemical Properties | Back Directory | [Melting point ]
50-53 °C(lit.) | [Boiling point ]
115 °C(Press: 0.01 Torr) | [density ]
1.327±0.06 g/cm3(Predicted) | [Fp ]
>230 °F
| [storage temp. ]
2-8°C | [solubility ]
Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly) | [form ]
Solid | [pka]
-2.57±0.40(Predicted) | [color ]
Pale brown | [BRN ]
2725987 | [InChI]
InChI=1S/C12H9Cl2N/c13-10-7-4-8-11(14)12(10)15-9-5-2-1-3-6-9/h1-8,15H | [InChIKey]
HDUUZPLYVVQTKN-UHFFFAOYSA-N | [SMILES]
C1(NC2=CC=CC=C2)=C(Cl)C=CC=C1Cl | [CAS DataBase Reference]
15307-93-4(CAS DataBase Reference) |
Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S36:Wear suitable protective clothing . | [RIDADR ]
UN 3077 9 / PGIII | [WGK Germany ]
3
| [HS Code ]
29214200 |
Hazard Information | Back Directory | [Chemical Properties]
Light brown powder | [Uses]
N-(2,6-Dichlorophenyl)aniline is an analog of Diclofenac (D436450), a nonsteroidal anti-inflammatory compound an decycloxygenase (COX) inhibitor. | [Synthesis]
The general procedure for the synthesis of 2,6-dichloro-N-phenylaniline from the compound (CAS:146607-19-4) was as follows: compound II (272 g, 0.92 mol) was added to a dry four-necked flask with toluene (800 g, 8.7 mol) and heated to 90 °C. Sodium hydroxide (total 14.8 g, 0.37 mol) was added in three portions under stirring, followed by refluxing the reaction mixture for 3 hours. After completion of the reaction, the mixture was cooled to below 80°C. 184 mL of distilled water was added to the reaction flask and the temperature was raised to 90 °C with continuous stirring for 1 hour. The reaction solution was transferred to a dispensing funnel and washed sequentially by adding 46 mL of water and 28 mL of hydrochloric acid. The washed organic phase was transferred to a distillation flask and toluene was removed by distillation under reduced pressure. Finally 203.4 g of light yellow solid product was obtained as N-(2,6-dichlorophenyl)aniline (Compound III) in 93% yield. | [References]
[1] Patent: CN106905178, 2017, A. Location in patent: Paragraph 0021; 0040; 0041 |
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