2,6-DICHLORODIPHENYLAMINE Chemical Properties

Melting point:

50-53 °C(lit.)

Boiling point:

115 °C(Press: 0.01 Torr)

Density 

1.327±0.06 g/cm3(Predicted)

Flash point:

>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 Information

Hazard Codes 

Xi,N

Risk Statements 

36/37/38-50/53-36/38

Safety Statements 

26-36-61-60

RIDADR 

UN 3077 9 / PGIII

WGK Germany 

3

HS Code 

29214200

MSDS

• Language:English Provider:SigmaAldrich

2,6-DICHLORODIPHENYLAMINE Usage And Synthesis

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

2,6-DICHLORODIPHENYLAMINE(15307-93-4)Related Product Information

• Diclofenac potassium
• Diclofenac diethylamine
• 2-(2-Bromo-6-chlorophenyl)amino)-phenylacetic acid sodium salt 95%
• Diclofenac Impurity 19
• 1-(2,6-Dichlorophenyl)indole-2,3-dione
• 2,4'-Dichlorobenzhydrol
• Diclofenac Acyl--D-glucuronide Allyl Ester
• 2,6-Dichloro-N-(4-chlorophenyl)-benzeneacetaMide
• 2-CHLORO-N-(2,6-DICHLOROPHENYL)ACETAMIDE
• DICLOFENAC-D4
• 9H-Carbazole-1-acetic acid, 8-chloro-
• Diclofenac-13C6-Na hydrate (see Data Sheet)
• N-(2,6-dichlorophenyl)-N-phenylacetamide
• Diclofenac epolamine
• 2-(2,6-Dichloroanilino)-Phenylglyoxylic acid
• Diclofenac Impurity 7
• 2-ANILINOPHENYLACETIC ACID
• 3'-hydroxy-4'-methoxydiclofenac