تفاعل #355768

ord-9f64c0c2bb9e49708480a838f8468cf6

معادلة التفاعل

CC(=O)c1c(C)nc(C)n1C(C)C
5-Acetyl-1-isopropyl-2,4-dimethylimidazole
CC(=O)N(C)C
DMA
Cc1nc(C)n(C(C)C)c1C(=O)C=CN(C)C
title compound
المردود 13.0%
Cc1nc(C)n(C(C)C)c1C(=O)C=CN(C)C
5-(3-Dimethylaminoprop-2-en-1-oyl)-1-isopropyl-2,4-dimethylimidazole
المردود 13.0%

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةunder reflux, under an atmosphere of nitrogen, for 18 hours
  2. 2
    أخرىThe volatiles were evaporated in vacuo
  3. 3
    أخرىThe residue was purified by flash silica chromatography DCM

الإجراء التجريبي

5-Acetyl-1-isopropyl-2,4-dimethylimidazole (Method 8; 3g, 16.5 mmol) was dissolved in a mixture DMF.DMA (100 ml) and the mixture heated under reflux, under an atmosphere of nitrogen, for 18 hours. The volatiles were evaporated in vacuo. The residue was purified by flash silica chromatography DCM:MeOH (increasing in polarity from 100:0 to 95:5) to give the title compound (510 mg, 13%) as an orange oil. NMR 1.38 (d, 6H), 2.18 (s, 3H), 2.30 (s, 3H), 2.83 (s, 3H), 3.08 (s, 3H), 4.72 (q, 1H), 5.21 (d, 1H), 7.46 (d, 1H); m/z 236

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07446105B2uspto-grants-2008_11