4-Isothiocyanatobenzoic acid → 4-{3-[5-(1H-Indol-2-yl)-2-methoxy-phenyl]-thioureido}-benzoic acid

HRID 25518

반응식

HRID 25518 반응식
[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

참가 물질

4

반응물 2

HCID 2429464-Isothiocyanatobenzoic acidHCID 99002045-(1H-indol-2-yl)-2-methoxy-phenylamine2회

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-59dd223e14d24fb2892d59c048dfbdde
출처 데이터셋
uspto-grants-2005_02
특허 번호
US06858739B2

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