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Hydrochloric Acid → HCID 25267778, 화합물

HRID 1192858
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HRID 1192858 반응식
[N:1]([C:4]1[CH:11]=[CH:10][C:7]([C:8]#[N:9])=[C:6]([C:12]([F:15])([F:14])[F:13])[CH:5]=1)=[C:2]=[S:3].[C:16]([C:18]1([NH:23][C:24]2[CH:29]=[CH:28][C:27]([CH2:30][CH2:31][CH2:32][C:33]#[N:34])=[CH:26][CH:25]=2)[CH2:22][CH2:21][CH2:20][CH2:19]1)#N.C[OH:36].Cl>CN(C=O)C.O>[C:33]([CH2:32][CH2:31][CH2:30][C:27]1[CH:28]=[CH:29][C:24]([N:23]2[C:18]3([CH2:22][CH2:21][CH2:20][CH2:19]3)[C:16](=[O:36])[N:1]([C:4]3[CH:11]=[CH:10][C:7]([C:8]#[N:9])=[C:6]([C:12]([F:13])([F:15])[F:14])[CH:5]=3)[C:2]2=[S:3])=[CH:25][CH:26]=1)#[N:34]
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참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 116155404-Isothiocyanato-2-(trifluoromethyl)benzonitrileHCID 57672608HCID 57672608, 화합물

생성물 1

HCID 25267778HCID 25267778, 화합물

시약·촉매·용매 2

HCID 962Water용매
HCID 6228
Dimethylformamide
용매

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온도
80 °C

실험 절차

A mixture of 4-Isothiocyanato-2-trifluoromethylbenzonitrile (96) (36 mg, 0.16 mmol) and 4-[4-(1-Cyanocyclopentyl amino)phenyl]butanenitrile (93) (20 mg, 0.08 mmol) in DMF (1 mL) was heated under microwave irradiation at 80° C. for 6 h. To this mixture was added methanol (10 mL) and aq. 1 N HCl (3 mL). The second mixture was refluxed for 1.5 h. After being cooled to room temperature, the reaction mixture was poured into cold water (20 mL) and extracted with ethyl acetate (30 mL). The organic layer was dried over MgSO4, concentrated and the residue was purified by silica gel column chromatography (hexane:ethyl acetate, 2:1) to give 4-(1-(4-(3-Cyanopropyl)phenyl)-4-oxo-2-thioxo-1,3-diazaspiro[4.4]non-3-yl)-2-trifluoromethylbenzonitrile (92) [ND-2]

후처리

  1. temperatureThe second mixture was refluxed for 1.5 h
  2. temperatureAfter being cooled to room temperature
  3. extractionextracted with ethyl acetate (30 mL)
  4. dry with materialThe organic layer was dried over MgSO4
  5. concentrationconcentrated
  6. customthe residue was purified by silica gel column chromatography (hexane:ethyl acetate, 2:1)

출처 및 근거

ORD 기록
ord-749dc542c194422099cf359323e4119f
출처 데이터셋
uspto-grants-2014_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08680291B2

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