تفاعل #8717

ord-b0655c26605e4b4cb0926cd201146d73

معادلة التفاعل

CCCc1nc(C)n2c(=O)[nH]c(-c3ccccc3OCC)nc12
2-(2-ethoxyphenyl)-6-methyl-8-propyl-3H-imidazo[1,5-a][1,3,5]triazin-4-one
O=S(=O)(O)Cl
chlorosulfonic acid
CCCc1nc(C)n2c(=O)[nH]c(-c3cc(S(=O)(=O)Cl)ccc3OCC)nc12
4-ethoxy-3-(6-methyl-4-oxo-8-propyl-3,4-dihydro-imidazo[1,5-a][1,3,5]triazin-2-yl)-benzene-sulfonyl chloride
المردود 99.0%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةwhile cooling with ice
  2. 2
    workup.ADDITIONpoured onto ice water
  3. 3
    غسيلThe organic phase is washed with water
  4. 4
    تجفيفdried over magnesium sulfate
  5. 5
    أخرىthe solvent is removed in vacuo

الإجراء التجريبي

1.64 g (5.25 mmol) of 2-(2-ethoxyphenyl)-6-methyl-8-propyl-3H-imidazo[1,5-a][1,3,5]triazin-4-one (example VI) are added in portions to 3.14 ml of chlorosulfonic acid while cooling with ice. The reaction mixture is stirred at room temperature for 16 hours, then diluted with dichloromethane and poured onto ice water. The organic phase is washed with water and dried over magnesium sulfate and the solvent is removed in vacuo. 2.15 g (99%) of 4-ethoxy-3-(6-methyl-4-oxo-8-propyl-3,4-dihydro-imidazo[1,5-a][1,3,5]triazin-2-yl)-benzene-sulfonyl chloride are obtained.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07091203B2uspto-grants-2006_08