2,4-Dimethylphenylhydrazine hydrochloride Chemical Properties

Melting point:

180 °C

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

form 

solid

color 

Light beige/brown

Sensitive 

Hygroscopic

CAS DataBase Reference

60480-83-3(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

20/21/22-36/37/38

Safety Statements 

26-36-36/37

WGK Germany 

3

Hazard Note 

Harmful/Irritant

HS Code 

2928009090

MSDS

• Language:English Provider:ALFA

2,4-Dimethylphenylhydrazine hydrochloride Usage And Synthesis

Chemical Properties

white to light yellow crystal powde

Synthesis

Example 13, Preparation of 2,4-dimethylphenylhydrazine hydrochloride (Compound 13): to a mixed solution of 2,4-dimethylaniline (35.4 mL; 36.3 g; 0.3 mol) cooled to 0 °C and concentrated hydrochloric acid (220 mL), aqueous sodium nitrite (20.6 g; 0.3 mol dissolved in 60 mL of water) was slowly added dropwise with a controlled rate of acceleration of dropwise addition to maintain the temperature of the reaction at a temperature not The rate of acceleration was controlled to maintain the reaction temperature not exceeding 5 °C. Upon completion of the reaction, the resulting solution was filtered and added to a solution of stannous chloride (124 g; 0.65 mol) in concentrated hydrochloric acid (124 mL) that had been pre-cooled to 5 °C with vigorous stirring. Subsequently, the resulting precipitate was separated by filtration, suspended in water (500 mL) and adjusted to pH 12 with sodium hydroxide solution (40%).The reaction mixture was extracted with ether (3 x 200 mL), the ether layers were combined and dried over anhydrous magnesium sulfate. The dried ether solution was passed through dry HCl gas until the precipitation was complete. The precipitate was collected by filtration, washed with ether and dried in a vacuum desiccator using phosphorus pentoxide as desiccant to give 2,4-dimethylphenylhydrazine hydrochloride (compound 13) in 18.5 g (35.8% yield). UV maximum absorption wavelength λmax 281 nm. mass spectrum (MALDI) (C8H12N2): measured value m/z 137.2, calculated value m/z 136.19. 1H-NMR (D2O), δ (ppm): 2.03 (3H, s, para-CH3), 2.08 (3H, s, o- CH3), 6.72 (1H, s, aryl ring H ), 6.93 (2H, d, aryl ring H).

References

[1] Patent: EP2157088, 2010, A1. Location in patent: Page/Page column 43-44
[2] Journal of Organic Chemistry, 2011, vol. 76, # 13, p. 5295 - 5308
[3] Bioorganic and Medicinal Chemistry Letters, 2018, vol. 28, # 3, p. 529 - 532
[4] European Journal of Medicinal Chemistry, 2018, vol. 156, p. 137 - 147

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