ChemicalBook CAS DataBase List 4-Cyanophenylhydrazine hydrochloride

4-Cyanophenylhydrazine hydrochloride synthesis

6synthesis methods

Product Name:4-Cyanophenylhydrazine hydrochloride
CAS Number:2863-98-1
Molecular formula:C7H8ClN3
Molecular Weight:169.61

873-74-5
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2863-98-1
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Yield:2863-98-1 84%

Reaction Conditions:

with hydrogenchloride;tin(II) chloride dihdyrate;sodium nitrite in water at -5 - 0; for 0.25 h;

Steps:

1 4.1 Synthesis of 4-hydrazinylbenzonitrile hydrochloride (4)

To a cooled (-5 to 0°C) stirred suspension of 4-aminobenzonitrile (50g, 423mmol) in concentrated hydrochloric acid (550mL) was added dropwise aqueous sodium nitrite solution (31.5g, 457mmol in 200mL water). To this diazotised solution cooled (0°C) solution of tin (II) chloride dihydrate (477g, 2.1mol) in concentrated hydrochloric acid (370mL) was added while stirring and maintaining the temperature below 0°C. The resulting solution was further stirred for 15min. White precipitates so formed were collected by filtration, washed with diethylether and crystallized from aqueous ethanol. Mp 234-236°C (Lit. mp 235-237°C), yield 60g (84%).

References:

Chandna, Nisha;Kumar, Satish;Kaushik, Pawan;Kaushik, Dhirender;Roy, Somendu K.;Gupta, Girish K.;Jachak, Sanjay M.;Kapoor, Jitander K.;Sharma, Pawan K. [Bioorganic and Medicinal Chemistry,2013,vol. 21,# 15,p. 4581 - 4590]