吡啶 → 5-甲氧基靛红酸酐

HRID 1846292笔记

反应方程式

HRID 1846292 反应方程式
[NH2:1][C:2]1[CH:10]=[CH:9][C:8]([O:11][CH3:12])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].N1C=CC=CC=1.Cl[C:20](Cl)([O:22]C(=O)OC(Cl)(Cl)Cl)Cl>C(#N)C.ClCCl>[CH3:12][O:11][C:8]1[CH:9]=[CH:10][C:2]2[NH:1][C:20](=[O:22])[O:5][C:4](=[O:6])[C:3]=2[CH:7]=1

参与物

6

反应物 3

HCID 1049吡啶HCID 94429三光气HCID 2779302-氨基-5-甲氧基苯甲酸

产物 1

HCID 2944795-甲氧基靛红酸酐

试剂、催化剂与溶剂 2

HCID 6342乙腈溶剂HCID 6344二氯甲烷溶剂

反应条件

温度
52.5 °C

实验过程

To a solution of 2-amino-5-methoxy-benzoic acid (1.50 g, 8.97 mmol) in anhydrous acetonitrile (15 mL) at 50-55° C. were simultaneously added pyridine (1.42 g, 17.9 mmol) and a solution of triphosgene (0.870 g, 2.96 mmol) in anhydrous dichloromethane (20 mL) over 20 min span, and the reaction was stirred at 50-55° C. for 2 hours. The solvent was removed and the residue was mixed with water (100 mL), the solid was filtered and rinsed with cold water (30 mL) and dried. The crude was further washed with ether (20 mL) to give 6-methoxy-1H-benzo[d][1,3]oxazine-2,4-dione. Yield: 1.55 g (89%).

后处理

  1. customat 50-55° C.
  2. customThe solvent was removed
  3. additionthe residue was mixed with water (100 mL)
  4. filtrationthe solid was filtered
  5. washrinsed with cold water (30 mL)
  6. customdried
  7. washThe crude was further washed with ether (20 mL)

来源与证据

ORD记录
ord-920fd3a8e1bc43f494e89e5f1d9170f1
来源数据集
uspto-grants-2015_02
专利号
US08952021B2

反应笔记

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