2-CHLORO-4,5-DIAMINOBENZOTRIFLUORIDE

2-CHLORO-4,5-DIAMINOBENZOTRIFLUORIDE Property

Melting point:

61-63°

Boiling point:

305.1±42.0 °C(Predicted)

Density 

1.510

storage temp. 

under inert gas (nitrogen or Argon) at 2–8 °C

pka

2.30±0.10(Predicted)

form 

Solid

color 

White to brown

Water Solubility 

Slightly soluble in water.

Safety

Hazard Codes 

Xi

Hazard Note 

Irritant

HazardClass 

6.1

HS Code 

2921599090

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H312Harmful in contact with skin

H315Causes skin irritation

H319Causes serious eye irritation

H331Toxic if inhaled

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

2-CHLORO-4,5-DIAMINOBENZOTRIFLUORIDE Chemical Properties,Usage,Production

Uses

4-Chloro-5-trifluoromethyl-o-phenylenediamine has application in dietary supplements, pharmaceutical or cosmeticeuticals.

Synthesis

General procedure for the synthesis of 2-chloro-4,5-diaminotrifluoromethylbenzene from 5-chloro-2-nitro-4-(trifluoromethyl)aniline: 5-chloro-2-nitro-4-(trifluoromethyl)aniline (2 g, 8.31 mmol) was dissolved in a solvent mixture of EtOH:H2O (5:1, 10 mL) at room temperature. Subsequently, SnCl2 (4.73 g, 24.9 mmol) was added to the solution. The reaction mixture was stirred at 80°C for 3 hours. The progress of the reaction was monitored by thin layer chromatography (TLC) and after confirming the completion of the reaction, the reaction mixture was filtered through a bed of diatomaceous earth and the filtrate was concentrated under reduced pressure to afford 4-chloro-5-(trifluoromethyl)benzene-1,2-diamine as a yellow semi-solid product. Yield: 1.7 g, 97% yield. The product was characterized by 1H NMR (400 MHz, DMSO-d6): δ 6.95 (s,1H), 6.88 (s,1H), 4.68-5.08 (bs,4H). Mass spectrometry (ESI-) analysis showed m/z 209.15 [M-H]-.

References

[1] Patent: WO2018/37223, 2018, A1. Location in patent: Page/Page column 118; 119
[2] Journal of Medicinal Chemistry, 1995, vol. 38, # 22, p. 4367 - 4379
[3] Patent: WO2004/35549, 2004, A1. Location in patent: Page 105
[4] Patent: WO2008/56150, 2008, A1. Location in patent: Page/Page column 182