Reaction #452471

ord-f4e979c2014945caaab66e6117c6a679

Reaction equation

O=C(Cl)C1CCCCC1
Cyclohexanecarbonyl chloride
Nc1nccs1
2-aminothiazole
CCN(C(C)C)C(C)C
di-isopropylethylamine
O=C(Nc1nccs1)C1CCCCC1
product
Yield 72.8%
O=C(Nc1nccs1)C1CCCCC1
N-(2-thiazolyl)cyclohexanecarboxamide
Yield 72.8%

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    Washwashed with 1 N
  2. 2
    DryingHCl (2×50 ml) and 1 N--NaOH (2×50 ml), dried (MgSO4)
  3. 3
    Otherevaporated in vacuo

Procedure

Cyclohexanecarbonyl chloride (4.38 g, 30 mmol) was added dropwise to a solution of 2-aminothiazole (3.00 g, 30 mmol) and di-isopropylethylamine (3.87 g, 30 mmol) in dichloromethane (50 ml) at 0° C. The mixture was warmed to room temperature, stirred for 18 h, washed with 1 N--HCl (2×50 ml) and 1 N--NaOH (2×50 ml), dried (MgSO4), and evaporated in vacuo to give the product (4.59 g) as white crystals.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US06127357uspto-grants-2000_10