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(Diethylamino)sulfur trifluoride → 2-(1,1-Dicyanopropen-2-yl)-6-{[2-(2-fluoro-ethoxy)-ethyl]methylamino}naphthalene

HRID 713821
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HRID 713821 반응식
[C:1]([C:3]([C:24]#[N:25])=[C:4]([C:6]1[CH:15]=[CH:14][C:13]2[C:8](=[CH:9][CH:10]=[C:11]([N:16]([CH2:18][CH2:19][O:20][CH2:21][CH2:22]O)[CH3:17])[CH:12]=2)[CH:7]=1)[CH3:5])#[N:2].C(N(S(F)(F)[F:32])CC)C>C(Cl)Cl>[C:1]([C:3]([C:24]#[N:25])=[C:4]([C:6]1[CH:15]=[CH:14][C:13]2[C:8](=[CH:9][CH:10]=[C:11]([N:16]([CH2:18][CH2:19][O:20][CH2:21][CH2:22][F:32])[CH3:17])[CH:12]=2)[CH:7]=1)[CH3:5])#[N:2]
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참가 물질

4

반응물 2

HCID 123472(Diethylamino)sulfur trifluorideHCID 1185093672-(1,1-Dicyanopropen-2-yl)-6-{[2-(2-hydroxy-ethoxy)-ethyl]methylamino}naphthalene

생성물 1

HCID 1185093702-(1,1-Dicyanopropen-2-yl)-6-{[2-(2-fluoro-ethoxy)-ethyl]methylamino}naphthalene수율 60%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

0.20 g (0.6 mmol) of the fifth compound 5 is obtained to be dissolved in 10 mL of anhydrous methylene chloride. 0.16 mL (1.2 mmol) of (diethylamino)sulfur trifluoride (DAST) is added at 0° C. for reaction at a room temperature for 16 hrs. After the reaction is completed, extraction is processed with water and dichloromethane. An organic phase is collected with water removed by sodium sulfate and is concentrated under reduced pressure to be separated and purified by liquid chromatography. Thus, the final product 6,2-(1,1-dicyanopropen-2-yl)-6-{[2-(2-fluoro-ethoxy)-ethyl]methylamino}naphthalene, is obtained, which has a weight of 0.12 g and a yield of 60.0%.

후처리

  1. extractionextraction
  2. customAn organic phase is collected with water
  3. customremoved by sodium sulfate
  4. concentrationis concentrated under reduced pressure
  5. customto be separated
  6. custompurified by liquid chromatography

출처 및 근거

ORD 기록
ord-9317fb5f11cb4175a22c83d7132a8e46
출처 데이터셋
uspto-grants-2015_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09186423B1

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