تفاعل #619083

ord-dcf5ebbe7d3e40ecb5e3a5bbd7e135a5

معادلة التفاعل

C1CCC(NC2CCCCC2)CC1
Dicyclohexylamine
Nc1nccs1
aminothiazole
O=C(n1ccnc1)n1ccnc1
carbonyldiimidazole
O=C(Nc1nccs1)N(C1CCCCC1)C1CCCCC1
title product
O=C(Nc1nccs1)N(C1CCCCC1)C1CCCCC1
1,1-Dicyclohexyl-3-thiazol 2 yl urea

الكواشف

لا شيء

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    workup.STIRRINGthe reaction stirred overnight at room temperature
  2. 2
    غسيلwashed successively with 10% sodiumhydrogensulphate (3 mL), water (3 mL)
  3. 3
    تجفيفdried over magnesium sulphate
  4. 4
    تركيزconcentrated in vacuo
  5. 5
    أخرىthe residue purified by HPLC (Gilson 1, X-terra column; 0-100% CH3CN/H2O/0, 1% TFA; 15 min; flow 50 ml/min)

الإجراء التجريبي

To a solution of aminothiazole (50 mg, 0.5 mmol) in dichloromethane was added carbonyldiimidazole (81 mg, 0.5 mmol) and the solution stirred 2 h at room temperature. Dicyclohexylamine (1 eq) was then added and the reaction stirred overnight at room temperature. The reaction mixture is then diluted with ethyl acetate (8 mL), washed successively with 10% sodiumhydrogensulphate (3 mL), water (3 mL), dried over magnesium sulphate, concentrated in vacuo, and the residue purified by HPLC (Gilson 1, X-terra column; 0-100% CH3CN/H2O/0, 1% TFA; 15 min; flow 50 ml/min) to give the title product (52 mg).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: USRE045183E1uspto-grants-2014_10