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1-Butanol → n-Butyl 1-(4-iodophenyl)-1,4-dihydro-4-oxo-6-methylpyridazine-3-carboxylate

HRID 67258
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HRID 67258 반응식
[CH2:1](O)[CH2:2][CH2:3][CH3:4].S(Cl)(Cl)=O.[I:10][C:11]1[CH:16]=[CH:15][C:14]([N:17]2[C:22]([CH3:23])=[CH:21][C:20](=[O:24])[C:19]([C:25]([OH:27])=[O:26])=[N:18]2)=[CH:13][CH:12]=1>CCCCCC>[I:10][C:11]1[CH:16]=[CH:15][C:14]([N:17]2[C:22]([CH3:23])=[CH:21][C:20](=[O:24])[C:19]([C:25]([O:27][CH2:1][CH2:2][CH2:3][CH3:4])=[O:26])=[N:18]2)=[CH:13][CH:12]=1
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5

반응물 3

HCID 2631-ButanolHCID 24386Thionyl ChlorideHCID 130841151-(4-Iodophenyl)-1,4-dihydro-4-oxo-6-methylpyridazine-3-carboxylic acid

생성물 1

HCID 13084143n-Butyl 1-(4-iodophenyl)-1,4-dihydro-4-oxo-6-methylpyridazine-3-carboxylate수율 52%

시약·촉매·용매 1

HCID 8058Hexane용매

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온도
0 °C

실험 절차

To 50 ml of n-butanol, cooled to -5° C., there is added dropwise 2.62 g (0.022 mol) of thionyl chloride. The solution is stirred at 0° C. for 15 minutes and to it there is added 7.12 g (0.02 mol) of 1-(4-iodophenyl)-1,4-dihydro-4-oxo-6-methylpyridazine-3-carboxylic acid. (See Example 3). The suspension formed is stirred at room temperature for 3 days and to it there is added 150 ml of hexane. The suspension is stirred at room temperature for 2 days and is vacuum filtered. The filter cake (HCl salt of the desired product) is air dried and slurried in 150 ml of water for 3 hrs. The suspension is vacuum filtered to afford 4.25 g (52% yield) of product, mp 134°-137° C.

후처리

  1. customThe suspension formed
  2. stirringis stirred at room temperature for 3 days and to it there
  3. stirringThe suspension is stirred at room temperature for 2 days
  4. filtrationfiltered
  5. customdried
  6. waitslurried in 150 ml of water for 3 hrs
  7. filtrationfiltered

출처 및 근거

ORD 기록
ord-44d5b9240df544318983c451e0d1e470
출처 데이터셋
uspto-grants-1982_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04345934

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