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溴化氰 → HCID 9970124,化合物

HRID 558264
笔记
打印预览

反应方程式

HRID 558264 反应方程式
[N:1]#[C:2]Br.[Cl:4][C:5]1[CH:6]=[C:7]([CH:23]=[C:24]([Cl:26])[CH:25]=1)[O:8][C:9]1[C:10]([CH2:21][CH3:22])=[N:11][N:12]([CH2:16][C:17]([NH:19][NH2:20])=[O:18])[C:13]=1[CH2:14][CH3:15]>C(O)C>[Cl:4][C:5]1[CH:6]=[C:7]([CH:23]=[C:24]([Cl:26])[CH:25]=1)[O:8][C:9]1[C:10]([CH2:21][CH3:22])=[N:11][N:12]([CH2:16][C:17]2[O:18][C:2]([NH2:1])=[N:20][N:19]=2)[C:13]=1[CH2:14][CH3:15]
参与物实验过程后处理来源与证据反应笔记

参与物

4

反应物 2

HCID 10476溴化氰HCID 10291828HCID 10291828,化合物

产物 1

HCID 9970124HCID 9970124,化合物收率 44.2%

试剂、催化剂与溶剂 1

HCID 702乙醇溶剂

实验过程

Cyanogen bromide (49 mg, 0.462 mmol) was added to a stirred solution of the hydrazide of Example 11 (150 mg, 0.420 mmol) in ethanol (30 ml), at room temperature, under nitrogen and the resulting solution was heated to reflux for 2.5 hours. After cooling, the mixture was concentrated under reduced pressure to leave a brown oil. The crude product was purified by flash column chromatography on silica gel eluting with dichloromethane:methanol:ammonia (98:1.75:0.25, by volume) to provide the title compound (71 mg) as a white powder, m.p. 226-228° C.

后处理

  1. temperaturethe resulting solution was heated
  2. temperatureto reflux for 2.5 hours
  3. temperatureAfter cooling
  4. concentrationthe mixture was concentrated under reduced pressure
  5. customto leave a brown oil
  6. customThe crude product was purified by flash column chromatography on silica gel eluting with dichloromethane:methanol:ammonia (98:1.75:0.25, by volume)

来源与证据

ORD记录
ord-85df15c6e86e42c2a8fd5d13eeddc5d2
来源数据集
uspto-grants-2011_11
DOI
10.6084/m9.figshare.5104873.v1
专利号
US08063044B2

反应笔记

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本页导航参与物实验过程后处理来源与证据反应笔记