تفاعل #5419

ord-c55f62cea29848c7bf7668db86abb1e9

معادلة التفاعل

CCOC(=O)N=c1sc(Br)cn1-c1cccc(C(F)(F)F)c1
2-ethoxycarbonylimino-3-(3-trifluoromethylphenyl)-5-bromothiazoline
CCC[CH2][SnH]([CH2]CCC)[CH2]CCC
tributyltin hydride
O=C(OOC(=O)c1ccccc1)c1ccccc1
benzoyl peroxide
CCOC(=O)N=c1sccn1-c1cccc(C(F)(F)F)c1
2-ethoxycarbonylimino-3-(3-trifluoromethylphenyl)thiazoline
المردود 75.8%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىThe solvent was removed by distillation
  2. 2
    غسيلthe residue was washed with hexane
  3. 3
    أخرىRecrystallization
  4. 4
    workup.ADDITIONfrom a mixture of hexane and ethanol

الإجراء التجريبي

A solution of 2-ethoxycarbonylimino-3-(3-trifluoromethylphenyl)-5-bromothiazoline (4.7 g), tributyltin hydride (6.9 g) and a catalytic amount of benzoyl peroxide in tetrahydrofuran (100 ml) was refluxed for 10 hours. The solvent was removed by distillation, and the residue was washed with hexane. Recrystallization from a mixture of hexane and ethanol gave 2.85 g of 2-ethoxycarbonylimino-3-(3-trifluoromethylphenyl)thiazoline (Compound (xii)).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05244863uspto-grants-1993_09