吡啶 → 环啶菌胺

HRID 35207

反应方程式

HRID 35207 反应方程式
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([O:8][CH3:9])=[N:6][CH:7]=1.N1C=CC=CC=1.[CH:16]1([C:19](Cl)=[O:20])[CH2:18][CH2:17]1>ClCCl>[CH3:9][O:8][C:5]1[CH:4]=[CH:3][C:2]([NH:1][C:19]([CH:16]2[CH2:18][CH2:17]2)=[O:20])=[CH:7][N:6]=1

参与物

5

反应物 3

HCID 1049吡啶HCID 77637环丙基甲酰氯HCID 811215-氨基-2-甲氧基吡啶

产物 1

HCID 86308环啶菌胺

试剂、催化剂与溶剂 1

HCID 6344二氯甲烷溶剂

实验过程

5-Amino-2-methoxy pyridine (12.4 grams, 0.10 mole) and 10 milliliters (ml) of pyridine were mixed together in 200 ml dichloromethane in a reaction flask. 9.1 ml (0.10 mole) of cyclopropane carboxylic acid chloride was added to the reaction mixture over a period of 2 minutes. The reaction was exothermic and temperature rose to 34° C. The reaction was allowed to stand for one hour at room temperature, after which the reaction mixture was washed with 200 ml of 5% sodium hydroxide and 100 ml of water. The resulting organic phase was separated and dried over magnesium sulfate. Crystals formed, so the mixture was filtered and washed with 300 ml of acetone and the filtrate evaporated in vacuo to give a solid that was triturated with hexane to yield 16.7 grams, after drying. The product was identified by IR and NMR as the title compound, having a melting point of 130°-131° C.

后处理

  1. customrose to 34° C
  2. washafter which the reaction mixture was washed with 200 ml of 5% sodium hydroxide and 100 ml of water
  3. customThe resulting organic phase was separated
  4. dry with materialdried over magnesium sulfate
  5. customCrystals formed, so the mixture
  6. filtrationwas filtered
  7. washwashed with 300 ml of acetone
  8. customthe filtrate evaporated in vacuo
  9. customto give a solid
  10. customthat was triturated with hexane
  11. customto yield 16.7 grams
  12. customafter drying

来源与证据

ORD记录
ord-b7994748802144c7af236fb5891588e3
来源数据集
uspto-grants-1988_08
专利号
US04766135

关联笔记

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