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Benzoyl isothiocyanate → HCID 86661669, 화합물

HRID 1261971
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HRID 1261971 반응식
[CH3:1][O:2][C:3]([C:5]1[N:6]([NH2:14])[C:7]2[C:12]([CH:13]=1)=[CH:11][CH:10]=[CH:9][CH:8]=2)=[O:4].[C:15]([N:23]=[C:24]=[S:25])(=[O:22])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>O1CCCC1>[CH3:1][O:2][C:3]([C:5]1[N:6]([NH:14][C:24]([NH:23][C:15](=[O:22])[C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=2)=[S:25])[C:7]2[C:12]([CH:13]=1)=[CH:11][CH:10]=[CH:9][CH:8]=2)=[O:4]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 68284Benzoyl isothiocyanateHCID 57416054Methyl 1-amino-1H-indole-2-carboxylate

생성물 1

HCID 86661669HCID 86661669, 화합물수율 70.1%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

1-Amino-1H-indole-2-carboxylic acid methyl ester (18.56 g, 0.098 mol) was dissolved in tetrahydrofuran (800 mL). Benzoyl isothiocyanate (13.1 mL, 0.098 mol) was added and the reaction was allowed to stir overnight. The solvent was removed in vacuum and the solid residue was triturated with ether. The solid was collected by filtration to yield the 1-(3-benzoyl-thioureido)-1H-indole-2-carboxylic acid methyl ester (24.27 g, 70%), which was used in the next step without further purification. 1H-NMR (CDCl3) δ 12.81 (br s, 1H), 9.29 (br s, 1H), 7.95 (d, J=7.2 Hz, 2H), 7.68 (m, 2H), 7.57 (m, 2H), 7.42 (m, 2H), 7.38 (s, 1H), 7.24 (m, 1H), 3.89 (s, 3H).

후처리

  1. customThe solvent was removed in vacuum
  2. customthe solid residue was triturated with ether
  3. filtrationThe solid was collected by filtration

출처 및 근거

ORD 기록
ord-5884a61420f84d71aa9860ba6841e753
출처 데이터셋
uspto-grants-2013_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08471005B2

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