تفاعل #426672

ord-020593f2c3df42c3995f170760703ab1

معادلة التفاعل

N#[C][Fe-3]([C]#N)([C]#N)([C]#N)([C]#N)[C]#N.[K+].[K+].[K+]
Potassium ferricyanide
NC(=S)c1ccccc1
thiobenzamide
c1ccc2scnc2c1
benzothiazole
NC(=S)c1ccccc1
thiobenzamide
[Na+].[OH-]
NaOH
N#[C][Fe-3]([C]#N)([C]#N)([C]#N)([C]#N)[C]#N.[K+].[K+].[K+]
potassium ferricyanide
→
N#[C][Fe-3]([C]#N)([C]#N)([C]#N)([C]#N)[C]#N.[K+].[K+].[K+].c1ccc2scnc2c1
benzothiazole
N#[C][Fe-3]([C]#N)([C]#N)([C]#N)([C]#N)[C]#N.[K+].[K+].[K+].c1ccc2scnc2c1
Potassium Ferricyanide Benzothiazole

المتفاعلات

N#[C][Fe-3]([C]#N)([C]#N)([C]#N)([C]#N)[C]#N.[K+].[K+].[K+]
Potassium ferricyanide
NC(=S)c1ccccc1
thiobenzamide
c1ccc2scnc2c1
benzothiazole
NC(=S)c1ccccc1
thiobenzamide
[Na+].[OH-]
NaOH
N#[C][Fe-3]([C]#N)([C]#N)([C]#N)([C]#N)[C]#N.[K+].[K+].[K+]
potassium ferricyanide

الكواشف

لا شيء

المذيبات

O
water

ظروف التفاعل

درجة الحرارة
5°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىIn this reaction
  2. 2
    أخرىIn a typical reaction
  3. 3
    ترشيحThe mixture is filtered
  4. 4
    غسيلthe solid washed with H2O
  5. 5
    workup.DISSOLUTIONThe solid is dissolved in DCM (20 vol)
  6. 6
    تجفيفdried (Na2SO4)
  7. 7
    أخرىthe solvent removed under reduced pressure

الإجراء التجريبي

In this reaction, a thiobenzamide is converted to a benzothiazole in the presence of potassium ferricyanide. In a typical reaction, a thiobenzamide (1 equiv) is dissolved in NaOH (1.5 M, 39 equiv.) and the solution cooled to 5° C. with ice. Potassium ferricyanide in water (20%, 15 vol) is added and the reaction stirred at it for 18 h. The mixture is filtered and the solid washed with H2O. The solid is dissolved in DCM (20 vol), dried (Na2SO4) and the solvent removed under reduced pressure to give the crude benzothiazole product. Column chromatography may be carried out in order to obtain the pure target material.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08895313B2uspto-grants-2014_11