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Benzoyl isothiocyanate → 1-Benzoyl-3-(2,6-dibromo-4-fluoro-phenyl)-thiourea

HRID 538185
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인쇄 미리보기

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HRID 538185 반응식
[Br:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[C:4]([Br:9])[C:3]=1[NH2:10].[C:11]([N:19]=[C:20]=[S:21])(=[O:18])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>CN(C)C1C=CN=CC=1.C1(C)C=CC=CC=1>[C:11]([NH:19][C:20]([NH:10][C:3]1[C:2]([Br:1])=[CH:7][C:6]([F:8])=[CH:5][C:4]=1[Br:9])=[S:21])(=[O:18])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1
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참가 물질

5

반응물 2

HCID 68284Benzoyl isothiocyanateHCID 2428722,6-Dibromo-4-fluoroaniline

생성물 1

HCID 866512491-Benzoyl-3-(2,6-dibromo-4-fluoro-phenyl)-thiourea수율 85.2%

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 1140Toluene용매

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온도
23 °C

실험 절차

A mixture of 2,6-dibromo-4-fluoro-phenylamine (1.00 g, 3.72 mmol), benzoyl isothiocyanate (0.600 ml, 4.46 mmol), dimethyl-pyridin-4-yl-amine (45.0 g, 0.370 mmol), and toluene (5 ml) was stirred at 23° C. for 16 hours. The resulting precipitate was collected by filtration and washed with hexane to yield titled compound (1.37 g, 85%). MS (ESI/CI): mass calcd. for C14H9Br2FN2OS, 429.9; m/z found, 430.9 [M+H]+. 1H NMR (400 MHz, CD3OD-d4): 8.05-7.98 (m, 2H), 7.73-7.66 (m, 1H), 7.62-7.55 (m, 4H).

후처리

  1. filtrationThe resulting precipitate was collected by filtration
  2. washwashed with hexane

출처 및 근거

ORD 기록
ord-76d38f8226b445e8afbb0500c835ce99
출처 데이터셋
uspto-grants-2014_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08865713B2

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