碘甲烷 → 4-Acetyl-3-methyl-5-(methylthio)thiophene-2-carbonitrile

HRID 6848

反应方程式

HRID 6848 反应方程式
[CH3:1][C:2](=[O:7])[CH2:3][C:4](=O)[CH3:5].[C:8]([O-])([O-])=O.[K+].[K+].[C:14](=[S:16])=[S:15].Cl[CH2:18][C:19]#[N:20].CI>CN(C=O)C.O>[C:2]([C:3]1[C:4]([CH3:5])=[C:18]([C:19]#[N:20])[S:15][C:14]=1[S:16][CH3:8])(=[O:7])[CH3:1]

参与物

8

反应物 5

HCID 6328碘甲烷HCID 6348二硫化碳HCID 7856氯乙腈HCID 11430碳酸钾HCID 31261乙酰丙酮

产物 1

HCID 28201864-Acetyl-3-methyl-5-(methylthio)thiophene-2-carbonitrile

试剂、催化剂与溶剂 2

HCID 962聚[6-[4-(4-氰基苯基)苯氧基]己基甲基丙烯酸酯]溶剂HCID 6228N,N-二甲基甲酰胺溶剂

反应条件

温度
0 °C

实验过程

To a slurry of 2,4-pentanedione (20 mmol) and K2CO3 (3 equivalents, 60 mmol) in DMF (10 mL) was added CS2 (1.2 equivalents, 24 mmol) and the resulting mixture stirred for 10 minutes. The mixture was cooled to 0° C. then chloroacetonitrile (1.0 equivalent, 20 mmol) was added and the reaction stirred 1 hour then warmed to room temperature and stirred for an additional 2 hours. The reaction mixture was again cooled to 0° C. and methyl iodide (1.05 equivalents, 22 mmol) was added slowly. The resulting mixture was warmed to room temperature. After 12 hours, water was added and the resulting suspension was stirred overnight. The desired product was isolated by filtration after washing with water.

后处理

  1. stirringthe reaction stirred 1 hour
  2. temperaturethen warmed to room temperature
  3. stirringstirred for an additional 2 hours
  4. temperatureThe reaction mixture was again cooled to 0° C.
  5. temperatureThe resulting mixture was warmed to room temperature
  6. waitAfter 12 hours
  7. stirringthe resulting suspension was stirred overnight

来源与证据

ORD记录
ord-fab1cf601eeb4f96bf3c58d1ce626549
来源数据集
uspto-grants-2006_08
专利号
US07084159B2

关联笔记

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