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ChemicalBook CAS DataBase List Phenylurea

Phenylurea synthesis

12synthesis methods
Phenylurea is synthesized by the reaction of aniline and urea. Put urea, hydrochloric acid and aniline into the reaction pot, heat and stir, reflux at 100-104°C for 1 hour, add water and stir, cool, filter, wash the filter cake with water, and dry to obtain the finished product of phenylurea.
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Yield:64-10-8 99%

Reaction Conditions:

with [bis(acetoxy)iodo]benzene;ammonia in methanol at 0 - 20; for 2 h;Inert atmosphere;Hofmann Rearrangement;

Steps:

N-Substituted Ureas; General Procedure A

General procedure: (Diacetoxyiodo)benzene (1.0 mmol, 2.0 equiv) was added in one portion to a stirred solution of the amide (0.5 mmol, 1.0 equiv) in NH3/MeOH (7 M, 1.25 mL, 17.5 equiv) at 0 °C under argon. After 30 min at 0 °C, the reaction mixture was allowed to reach room temperature and was left to stir for 90 min. After completion (monitored by TLC and 1H NMR), the reaction mixture was concentrated under reduced pressure and the crude product was purified by flash chromatography on silica gel.

References:

Franck, Xavier;Glachet, Thomas;Ibert, Quentin;Lohier, Jean-Fran?ois;Reboul, Vincent;Saraiva Rosa, Nathalie [Synthesis,2020,vol. 52,# 14,p. 2099 - 2105]

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