Pyridine → HCID 178493326, 화합물

HRID 1254932노트

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HRID 1254932 반응식
[CH3:1][O:2][C:3]1[C:11]([S:12]([CH3:14])=[O:13])=[C:10]([C:15]([F:18])([F:17])[F:16])[CH:9]=[CH:8][C:4]=1[C:5]([OH:7])=O.[OH:19][C:20]1[N:21]([CH3:25])[N:22]=[CH:23][CH:24]=1.N1C=CC=CC=1.S(Cl)(Cl)=O>C(OCC)(=O)C.CCCCCCC.O>[OH:19][C:20]1[N:21]([CH3:25])[N:22]=[CH:23][C:24]=1[C:5]([C:4]1[CH:8]=[CH:9][C:10]([C:15]([F:18])([F:17])[F:16])=[C:11]([S:12]([CH3:14])=[O:13])[C:3]=1[O:2][CH3:1])=[O:7]

참가 물질

8

반응물 4

HCID 1049PyridineHCID 24386Thionyl Chloride2회HCID 679801182-Methoxy-3-methylsulfinyl-4-trifluoromethylbenzoic acidHCID 178481816HCID 178481816, 화합물

생성물 1

HCID 178493326HCID 178493326, 화합물수율 88.1%

시약·촉매·용매 3

HCID 962Water용매HCID 8857Ethyl Acetate용매HCID 8900Heptane용매

반응 조건

온도
-10 °C

실험 절차

3.0 g of 2-methoxy-3-methylsulfinyl-4-trifluoromethylbenzoic acid and 1.02 g of 3-hydroxy-2-methylpyrazole are suspended in 30 ml of ethyl acetate and 4.21 ml of pyridine under an inert atmosphere and cooled to −20° C. with stirring. 1.24 g of thionyl chloride are then slowly added dropwise such that the temperature always remains below −15° C. Following the complete addition of the thionyl chloride, the mixture is stirred for a further 20 minutes and warmed to −10° C. 10 ml of cold water are then added, and the mixture is warmed to 0° C. After adding 40 ml of heptane, the suspension is filtered and washed with 20 ml of heptane, 10 ml of water and again with 20 ml of heptane. Drying gives 3.32 g of (5-hydroxy-1-methyl-1H-pyrazol-4-yl)[2-methoxy-3-(methylsulfinyl)-4-(trifluoromethyl)phenyl]methanone (84% yield).

후처리

  1. stirringthe mixture is stirred for a further 20 minutes
  2. temperaturethe mixture is warmed to 0° C
  3. filtrationthe suspension is filtered
  4. washwashed with 20 ml of heptane, 10 ml of water and again with 20 ml of heptane
  5. customDrying

출처 및 근거

ORD 기록
ord-72362cc050bd4bb2b7deaa3be768b314
출처 데이터셋
uspto-grants-2013_06
특허 번호
US08455657B2

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