反应 #1833208

ord-90c4f38b5631428ab33260dd940baba8

反应方程式

COc1cc(/C=C\c2ccc(OC)c([N+](=O)[O-])c2[N+](=O)[O-])cc(OC)c1OC
2′,3′-Dinitro-3,4,4′,5-tetramethoxy-(Z)-stilbene
O=S([O-])([O-])=S.[Na+].[Na+]
sodium thiosulfate
O
water
COc1ccc(/C=C\c2cc(OC)c(OC)c(OC)c2)c(N)c1N
2′,3′-Diamino-3,4,4′,5-tetramethoxy-(Z)-stilbene

反应条件

温度
50°CELSIUS
详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    温度the reaction mixture was heated
  2. 2
    温度to reflux for 6 hours
  3. 3
    温度The reaction was cooled to room temperature
  4. 4
    其他The organic layer was separated
  5. 5
    萃取the aqueous layer was extracted with ethyl acetate (4×25 mL)
  6. 6
    洗涤The combined organic layer were washed with brine
  7. 7
    干燥dried over Na2SO4
  8. 8
    浓缩concentrated in vacuo

实验过程

A well-stirred solution of 2′,3′-Dinitro-3,4,4′,5-tetramethoxy-(Z)-stilbene (0.422 g, 1.08 mmol) in a mixture of acetone-water (2:1) was heated to 50° C. Then sodium thiosulfate (1.88 g, 10.81 mmol, 10.0 equiv) was added and the reaction mixture was heated to reflux for 6 hours. The reaction was cooled to room temperature and water was added. The organic layer was separated and the aqueous layer was extracted with ethyl acetate (4×25 mL). The combined organic layer were washed with brine, dried over Na2SO4 and concentrated in vacuo. The mixture was then subjected to preparative TLC to give the 2′,3′-Diamino-3,4,4′,5-tetramethoxy-(Z)-stilbene.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: USRE045720E1uspto-grants-2015_10