庚酰氯 → HCID 22320422，化合物

HRID 433173笔记

反应方程式

HRID 433173 反应方程式
[CH3:1][S:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][NH:8][C:9]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[N:12]=[CH:11][C:10]=1[NH2:19].[C:20](Cl)(=[O:27])[CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH3:26]>N1C=CC=CC=1>[CH3:1][S:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][NH:8][C:9]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[N:12]=[CH:11][C:10]=1[NH:19][C:20](=[O:27])[CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH3:26]

参与物

4

反应物 2

HCID 17313庚酰氯HCID 22320477N4-[5-(methylthio)pentyl]quinoline-3,4-diamine

产物 1

HCID 22320422HCID 22320422，化合物收率 100%

试剂、催化剂与溶剂 1

HCID 1049吡啶溶剂

反应条件

温度
0 °C

实验过程

A round bottom flask was charged with a magnetic stir bar, N4-[5-(methylthio)pentyl]quinoline-3,4-diamine (3.17 g, 11.46 mmol) and anhydrous pyridine (46 mL) under a nitrogen atmosphere. The resulting homogeneous solution was cooled to 0° C. in an ice-water bath. To the cooled solution was added neat heptanoyl chloride (1.87 g, 12.61 mmol). The reaction was judged to be complete after stirring at ambient temperature for 1 hour. The volatiles were removed under reduced pressure and the resulting oil was partitioned between chloroform and water. The layers were separated. The organic layer was washed with saturated aqueous sodium bicarbonate and brine, dried over anhydrous sodium sulfate, filtered and then concentrated under reduced pressure to afford N-(4-{[5-(methylthio)pentyl]amino}quinolin-3-yl)heptanamide (4.44 g, 11.46 mmol) which was isolated as a brown oil and used without further purification.

后处理

  1. additionA round bottom flask was charged with a magnetic stir bar
  2. customThe volatiles were removed under reduced pressure
  3. customthe resulting oil was partitioned between chloroform and water
  4. customThe layers were separated
  5. washThe organic layer was washed with saturated aqueous sodium bicarbonate and brine
  6. dry with materialdried over anhydrous sodium sulfate
  7. filtrationfiltered
  8. concentrationconcentrated under reduced pressure

来源与证据

ORD记录
ord-a62b954205814e8bae4663ef493caf0f
来源数据集
uspto-grants-2003_12
专利号
US06667312B2

反应笔记

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