반응 #51634

ord-14089d6065474121a1b9c499e0722165

반응 방정식

O=CC(Br)c1ccc([N+](=O)[O-])cc1
bromo(4-nitrophenyl)acetaldehyde
N#C[S-].[K+]
potassium thiocyanate
NC1CCCCC1
cyclohexylamine
O=[N+]([O-])c1ccc(-c2cnc(NC3CCCCC3)s2)cc1
desired compound
O=[N+]([O-])c1ccc(-c2cnc(NC3CCCCC3)s2)cc1
N-cyclohexyl-5-(4-nitrophenyl)-1,3-thiazol-2-amine

용매

반응 조건

온도
0°CELSIUS
상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    온도the mixture is heated
  2. 2
    온도under reflux until completion of the reaction (5-12 hours)
  3. 3
    여과is filtered off
  4. 4
    세척washed with water
  5. 5
    기타The crude material is purified by usual silica gel chromatography

실험 절차

A solution of bromo(4-nitrophenyl)acetaldehyde and potassium thiocyanate (1.2 equivalents) in methanol is stirred at room temperature for 1 hour. The cyclohexylamine (1,05 equivalents) is added drop-wise and the mixture is heated under reflux until completion of the reaction (5-12 hours). After cooling to 0° C. the precipitate is filtered off and washed with water. The crude material is purified by usual silica gel chromatography to give the desired compound.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US06852720B2uspto-grants-2005_02