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3-[(4-Chlorophenyl)thio]pentane-2,4-dione → HCID 22174886, 화합물

HRID 1797141
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HRID 1797141 반응식
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]1[N:12]=[CH:11][N:10]=[C:9]([NH:13][NH2:14])[N:8]=1.[Cl:15][C:16]1[CH:21]=[CH:20][C:19]([S:22][CH:23]([C:27](=O)[CH3:28])[C:24](=O)[CH3:25])=[CH:18][CH:17]=1>C(O)CC>[Cl:15][C:16]1[CH:17]=[CH:18][C:19]([S:22][C:23]2[C:24]([CH3:25])=[N:14][N:13]([C:9]3[N:8]=[C:7]([C:2]4[CH:3]=[CH:4][CH:5]=[CH:6][N:1]=4)[N:12]=[CH:11][N:10]=3)[C:27]=2[CH3:28])=[CH:20][CH:21]=1
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참가 물질

4

반응물 2

HCID 7226463-[(4-Chlorophenyl)thio]pentane-2,4-dioneHCID 22174882HCID 22174882, 화합물

생성물 1

HCID 22174886HCID 22174886, 화합물수율 8%

시약·촉매·용매 1

HCID 10311-Propanol용매

반응 조건

온도
95 °C

실험 절차

A stirred suspension of the product of step 3 (0.333 g, 1.77 mmol) and 3-(4-chloro-phenylsulfanyl)-pentane-2,4-dione (0.473 g, 1.95 mmol) in n-propanol was heated at 95° C. overnight. The reaction solution was concentrated directly onto silica and flash chromatographed (methylene chloride/methanol) to afford a dirty yellow solid. This material was further purified by trituration with diethyl ether to afford 0.056 g (8%) of product as a white solid: 1H NMR (DMSO-d6) δ 9.44 (s, 1H), 8.94–8.77 (m, 1H), 8.68–8.43 (m, 1H), 8.18–7.96 (m, 1H), 7.77–7.57 (m, 1H), 7.45–7.24 (m, 2H), 7.20–6.98 (m, 2H), 2.83 (s, 3H), 2.20 (s, 3H) ppm.

후처리

  1. concentrationThe reaction solution was concentrated directly onto silica and flash
  2. customchromatographed (methylene chloride/methanol)
  3. customto afford a dirty yellow solid
  4. customThis material was further purified by trituration with diethyl ether

출처 및 근거

ORD 기록
ord-eea3b31f5b4b4d32bc80dce4a8d63fa9
출처 데이터셋
uspto-grants-2006_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07034031B2

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