乙二醛 → 6-甲基喹喔啉

HRID 17930

反应方程式

HRID 17930 反应方程式
[CH3:1][C:2]1[CH:3]=[C:4]([NH2:9])[C:5]([NH2:8])=[CH:6][CH:7]=1.[CH:10]([CH:12]=O)=O>C(O)(C)C>[CH3:1][C:2]1[CH:3]=[C:4]2[C:5](=[CH:6][CH:7]=1)[N:8]=[CH:12][CH:10]=[N:9]2

参与物

4

反应物 2

HCID 7860乙二醛HCID 103323,4-二氨基甲苯

产物 1

HCID 2425676-甲基喹喔啉收率 93%

试剂、催化剂与溶剂 1

HCID 3776异丙醇溶剂

反应条件

温度
80 °C

实验过程

To a solution of 4-methylbenzene-1,2-diamine (50.0 g, 0.41 mol) in isopropanol (300 mL) was added a solution of glyoxal (40% in water, 65.3 g, 0.45 mol) at room temperature. The reaction mixture was heated at 80° C. for 2 hours and evaporated under vacuum to give 6-methylquinoxaline (55 g, 93%), which was used directly in the next step. 1H NMR (300 MHz, CDCl3) δ 8.77 (dd, J=1.5, 7.2 Hz, 2H), 7.99 (d, J=8.7 Hz, 1H), 7.87 (s, 1H), 7.60 (dd, J=1.5, 8.4 Hz, 1H), 2.59 (s, 3H).

后处理

  1. customevaporated under vacuum

来源与证据

ORD记录
ord-aab9989cf6e24c85922b2c54b5660ca4
来源数据集
uspto-grants-2010_06
专利号
US07741321B2

关联笔记

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