反应 #607460

ord-4c663eee69d540ffb2f679782993721e

反应方程式

O=S(Cl)Cl
thionyl chloride
O=c1c2ccccc2ncn1CCO
3-(2-hydroxyethyl)quinazoline-4 (3H)-one
O=c1c2ccccc2ncn1CCCl
3-(2-chloroethyl) quinazoline-4 (3H)-one
收率 82.0%

溶剂

反应条件

温度
85°CELSIUS
详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    其他forming a white suspension
  2. 2
    workup.WAITThe reaction medium was kept at this temperature under agitation for thirty minutes
  3. 3
    workup.WAITafter which it was left
  4. 4
    温度to cool to about 40° C
  5. 5
    其他forming a pinkish suspension, which
  6. 6
    过滤vacuum filtered
  7. 7
    洗涤washed with three portions of 10 mL of an ethanol/water mixture (50% v/v)

实验过程

This thionyl chloride (1,095 mL, 15 mmol) was added to 3-(2-hydroxyethyl)quinazoline-4 (3H)-one (2.0 g, 10.52 mmol) in a reactor, forming a white suspension that heated spontaneously to 85° C. The reaction medium was kept at this temperature under agitation for thirty minutes, after which it was left to cool to about 40° C. Next, 50 mL of water was added, forming a pinkish suspension, which was kept under agitation for two hours. The product was then vacuum filtered and washed with three portions of 10 mL of an ethanol/water mixture (50% v/v), yielding 3-(2-chloroethyl) quinazoline-4 (3H)-one as a pale white solid (1.8 g, 8.63 mmol, yield=82%).

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US09326984B2uspto-grants-2016_05