Water → 2-{4-[(3,7-dimethyl-2,6-octadienyl)oxy]phenyl}-N-(3thioxo-3H-1,2,4-dithiazol-5-yl)acetoamide

HRID 1393850노트

반응식

HRID 1393850 반응식
[CH3:1][C:2]([CH2:16][CH2:17][CH:18]=[C:19]([CH3:21])[CH3:20])=[CH:3][CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([CH2:12][C:13](O)=[O:14])=[CH:8][CH:7]=1.C(N1C=CN=C1)(N1C=CN=C1)=O.[NH2:34][C:35]1[S:36][S:37][C:38](=[S:40])[N:39]=1.O>O1CCCC1>[CH3:1][C:2]([CH2:16][CH2:17][CH:18]=[C:19]([CH3:21])[CH3:20])=[CH:3][CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([CH2:12][C:13]([NH:34][C:35]2[S:36][S:37][C:38](=[S:40])[N:39]=2)=[O:14])=[CH:8][CH:7]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 682631,1'-CarbonyldiimidazoleHCID 2735329Xanthane hydrideHCID 545318442-{4-[(3,7-Dimethyl-2,6-octadienyl)oxy]phenyl}acetic acid

생성물 1

HCID 723564392-{4-[(3,7-dimethyl-2,6-octadienyl)oxy]phenyl}-N-(3thioxo-3H-1,2,4-dithiazol-5-yl)acetoamide수율 18%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

2-{4-[(3,7-Dimethyl-2,6-octadienyl)oxy]phenyl}acetic acid (1.00 g,3.47 mmol) was dissolved in tetrahydrofuran (12 ml), and 1,1′-carbonyldiimidazole (0.68 g, 4.16 mmol) was added thereto. The mixture was stirred for 1 hour at room temperature, and then 3-amino-1,2,4-dithiazole-5-thione (0.42 g, 2.70 mmol) was added thereto. After being stirred for 3 hours at room temperature, the mixture, with water added thereto, was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over MgSO4, and then concentrated. The obtained residue was purified by silica gel chromatography (chloroform), to give 2-{4-[(3,7-dimethyl-2,6-octadienyl)oxy]phenyl}-N-(3thioxo-3H-1,2,4-dithiazol-5-yl)acetoamide (Compound 2) (0.187 g, 18%).

후처리

  1. stirringAfter being stirred for 3 hours at room temperature
  2. extractionwas extracted with ethyl acetate
  3. washThe organic layer was washed with saturated brine
  4. dry with materialdried over MgSO4
  5. concentrationconcentrated
  6. customThe obtained residue was purified by silica gel chromatography (chloroform)

출처 및 근거

ORD 기록
ord-40dff7633b5942c5bf6f11d6c1f0f618
출처 데이터셋
uspto-grants-2008_03
특허 번호
US07348017B2

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