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ChemicalBook CAS DataBase List 4-Nitrobenzonitrile
619-72-7

4-Nitrobenzonitrile synthesis

11synthesis methods
A good alternative reagent for aromatic amines bearing electron-withdrawing substituents is sodium perborate in acetic acid. 4-Nitrobenzonitrile was prepared (91%) from 4-aminobenzonitrile with this reagent.
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Yield:619-72-7 99%

Reaction Conditions:

Stage #1: 4-Nitrobenzyl alcoholwith 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical;iodine in dichloromethane at 20; for 2 h;
Stage #2: with ammonium hydroxide in dichloromethane at 20; for 2 h;Reagent/catalyst;

Steps:

16

General procedure: With respect to 2 mmol of each alcohol represented by the general formula (1), 4 ml of CH 2 Cl 2 as a solvent, 0.05 equivalent of TEMPO as an N-nitrosyl compound, (A) t-BuOCl, (B) I 2 or (C ) N, N'-diiodo-5,5-dimethylhydantoin (DIH) were mixed in a predetermined amount and stirred for a predetermined time at room temperature.Next, 1.5 equivalents of I 2 and 4 ml of aqueous ammonia were added, and the mixture was stirred at room temperature for 2 hours.

References:

JP2015/40203,2015,A Location in patent:Paragraph 0041-0043; 0045

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