4-羧基苯基异硫氰酸酯 → 4-{3-[5-(1H-Indol-2-yl)-2-methoxy-phenyl]-thioureido}-benzoic acid

HRID 25518

反应方程式

HRID 25518 反应方程式
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:3]=[C:2]1[C:10]1[CH:11]=[CH:12][C:13]([O:17][CH3:18])=[C:14]([NH2:16])[CH:15]=1.[C:19]([C:22]1[CH:27]=[CH:26][C:25]([N:28]=[C:29]=[S:30])=[CH:24][CH:23]=1)([OH:21])=[O:20]>O1CCCC1>[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:3]=[C:2]1[C:10]1[CH:11]=[CH:12][C:13]([O:17][CH3:18])=[C:14]([NH:16][C:29](=[S:30])[NH:28][C:25]2[CH:24]=[CH:23][C:22]([C:19]([OH:21])=[O:20])=[CH:27][CH:26]=2)[CH:15]=1

参与物

4

反应物 2

HCID 2429464-羧基苯基异硫氰酸酯HCID 99002045-(1H-indol-2-yl)-2-methoxy-phenylamine2 次

产物 1

HCID 101367294-{3-[5-(1H-Indol-2-yl)-2-methoxy-phenyl]-thioureido}-benzoic acid

试剂、催化剂与溶剂 1

HCID 8028四氢呋喃溶剂

实验过程

The product from Example 1, Step B, 5-(1H-indol-2-yl)-2-methoxy-phenylamine (0.286 g, 1.0 mmol) was mixed with 4-carboxyphenyl isothiocyanate (0.185 g, 1.03 mmol) in tetrahydrofuran (40 mL). The solvent was boiled off on the rotary evaporator (no vacuum), and ethyl acetate was added to the residue and the insoluble material was collected by filtration. The collected solid was taken up in tetrahydrofuran, concentrated to dryness, and triturated again with ethyl acetate to give the product as a white solid (0.180 g), mp 201-203° C.

后处理

  1. customThe solvent was boiled off on the rotary evaporator (no vacuum), and ethyl acetate
  2. additionwas added to the residue
  3. filtrationthe insoluble material was collected by filtration
  4. concentrationconcentrated to dryness
  5. customtriturated again with ethyl acetate

来源与证据

ORD记录
ord-59dd223e14d24fb2892d59c048dfbdde
来源数据集
uspto-grants-2005_02
专利号
US06858739B2

关联笔记

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