تفاعل #75478

ord-b6ab4688792140cda6c30a454fe08d05

معادلة التفاعل

Nc1ccc(F)cc1
4-fluoroaniline
O=[N+]([O-])O
Nitric acid
N#CN
cyanamide
N=C(N)Nc1ccc(F)cc1.O=[N+]([O-])O
title compound
المردود 47.0%
N=C(N)Nc1ccc(F)cc1.O=[N+]([O-])O
N-(4-Fluoro-phenyl)-guanidine nitrate
المردود 47.0%

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةThe reaction mixture was refluxed under N2 for 21 h
  2. 2
    أخرىThe solvent was evaporated to dryness
  3. 3
    غسيلThe solid residue was washed with EtOH
  4. 4
    أخرىdried under high vacuum overnight

الإجراء التجريبي

A solution of 4-fluoroaniline (25 mmol, 2.80 g) in EtOH (10 mL) was cooled on an ice bath. Nitric acid (69% aq. soln.; 1.8 mL) was added dropwise. Then cyanamide (50% aq. soln.; 4 mL) was added. The reaction mixture was refluxed under N2 for 21 h. The solvent was evaporated to dryness. The solid residue was washed with EtOH and dried under high vacuum overnight to afford the title compound as a purple powder (2.54 g, 47%). This material was used for subsequent reaction without further purification.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US06699854B2uspto-grants-2004_03