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ChemicalBook CAS DataBase List 4-Ethylphenylhydrazine hydrochloride

4-Ethylphenylhydrazine hydrochloride synthesis

3synthesis methods
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Yield: 95%

Reaction Conditions:

Stage #1:4-aminoethylbenzene with hydrogenchloride;sodium nitrite in water at 0; for 1 h;
Stage #2: with hydrogenchloride;tin(ll) chloride in water at -10; for 1.5 h;

Steps:

B.3.1 Preparation of 5-ethyl-1H-2-indolecarboxylic Acid (According to the Fischer Method)-(Compound B.3); 3rd Method:; Step 1: 4-Ethylphenylhydrazine Hydrochloride.
150 ml of water and 160 ml of 12N hydrochloric acid are added to 24.2 g (0.2 mol) of 4-ethylaniline. The mixture is cooled to 0 C. and 14 g (0.2 mol) of sodium nitrite dissolved in 140 ml of water are then introduced dropwise. After 1 hour at 0 C., 112 g (0.496 mol) of stannous chloride dihydrate dissolved in 90 ml of 12 N hydrochloric acid are added to the reaction mixture, at 10 C. After 1 hour 30 at 10 C., the reaction mixture is ltered in order to obtain a brown solid, m.p.=198 C.; yield=95%.

References:

Bignon, Eric;Bras, Jean Pierre;De Cointet, Paul;Despeyroux, Pierre;Frehel, Daniel;Gully, Danielle US2004/43995, 2004, A1 Location in patent:Page 13

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