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Potassium Hydroxide → 5-[3-(2-Fluoro-4-iodo-phenylamino)-pyridin-4-yl]-3H-[1,3,4]oxadiazole-2-thione

HRID 658364
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HRID 658364 반응식
[F:1][C:2]1[CH:7]=[C:6]([I:8])[CH:5]=[CH:4][C:3]=1[NH:9][C:10]1[CH:19]=[N:18][CH:17]=[CH:16][C:11]=1[C:12]([NH:14][NH2:15])=[O:13].[CH2:20](S)[SH:21].[OH-].[K+]>CO>[F:1][C:2]1[CH:7]=[C:6]([I:8])[CH:5]=[CH:4][C:3]=1[NH:9][C:10]1[CH:19]=[N:18][CH:17]=[CH:16][C:11]=1[C:12]1[O:13][C:20](=[S:21])[NH:15][N:14]=1
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참가 물질

5

반응물 3

HCID 14797Potassium HydroxideHCID 138818MethanedithiolHCID 115888023-[(2-Fluoro-4-iodophenyl)amino]isonicotinohydrazide

생성물 1

HCID 248900835-[3-(2-Fluoro-4-iodo-phenylamino)-pyridin-4-yl]-3H-[1,3,4]oxadiazole-2-thione

시약·촉매·용매 1

HCID 887Methanol용매

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온도
60 °C

실험 절차

To a solution of 3-(2-Fluoro-4-iodo-phenylamino)-isonicotinic acid hydrazide (744 mg, 2.ommol) in methanol (15 mL) were added dithiomethane (0.22 mL, 4.66 mmol), followed by potassium hydroxide (2.51 mL, 2.13 mmol). The reaction mixture was stirred at 60° C. for 7 h. The solvent was evaporated and the residue was dissolved in ethyl acetate (50 mL), washed with Brine (15 mL×3), dried over anhydrous MgSO4, filtered, removed off solvent. Residue was subjected to silica gel column (EtOAc:Hexane=1:1) collected product 210 mg. LC-MS (Method A) [5.71 min; 415(M+1)]

후처리

  1. customThe solvent was evaporated
  2. dissolutionthe residue was dissolved in ethyl acetate (50 mL)
  3. washwashed with Brine (15 mL×3)
  4. dry with materialdried over anhydrous MgSO4
  5. filtrationfiltered
  6. customremoved off solvent
  7. customcollected product 210 mg
  8. customLC-MS (Method A) [5.71 min; 415(M+1)]

출처 및 근거

ORD 기록
ord-4000054f32c04ddb82abe45405916ba9
출처 데이터셋
uspto-grants-2011_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08076486B2

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