Thionyl Chloride → 3-sulfinylamino-N-[2-ethyl-6-methyl-4-(1,2,2,2-tetrafluoro-1-trifluoromethyl-ethyl)-phenyl]-benzamide

HRID 1943095노트

반응식

HRID 1943095 반응식
[NH2:1][C:2]1[CH:3]=[C:4]([CH:27]=[CH:28][CH:29]=1)[C:5]([NH:7][C:8]1[C:13]([CH3:14])=[CH:12][C:11]([C:15]([F:24])([C:20]([F:23])([F:22])[F:21])[C:16]([F:19])([F:18])[F:17])=[CH:10][C:9]=1[CH2:25][CH3:26])=[O:6].[S:30](Cl)(Cl)=[O:31]>C(Cl)(Cl)(Cl)Cl>[S:30](=[N:1][C:2]1[CH:3]=[C:4]([CH:27]=[CH:28][CH:29]=1)[C:5]([NH:7][C:8]1[C:13]([CH3:14])=[CH:12][C:11]([C:15]([F:24])([C:20]([F:21])([F:22])[F:23])[C:16]([F:17])([F:18])[F:19])=[CH:10][C:9]=1[CH2:25][CH3:26])=[O:6])=[O:31]

참가 물질

4

반응물 2

HCID 24386Thionyl ChlorideHCID 441994443-amino-N-[2-ethyl-6-methyl-4-(1,2,2,2-tetrafluoro-1-trifluoromethyl-ethyl)-phenyl]-benzamide

생성물 1

HCID 444750373-sulfinylamino-N-[2-ethyl-6-methyl-4-(1,2,2,2-tetrafluoro-1-trifluoromethyl-ethyl)-phenyl]-benzamide

시약·촉매·용매 1

HCID 5943Carbon Tetrachloride용매2회

반응 조건

온도
50 °C

실험 절차

A suspension of 3-amino-N-[2-ethyl-6-methyl-4-(1,2,2,2-tetrafluoro-1-trifluoromethyl-ethyl)-phenyl]-benzamide (0.100 g, 0.237 mmol) (Example 4.1) in carbon tetrachloride (1 ml) was heated to 50° C. until it became a clear solution. A solution of thionyl chloride in carbon tetrachloride (1.68 M) (0.725 ml, 1.218 mmol) was added and the mixture was heated to 80° C. for one hour. The reaction mixture was evaporated under reduced pressure and the residue was triturated with cyclohexane. The suspension was filtered and the solid dried under high vacuum. The desired compound was obtained as white crystals. M.p. 100-108° C. 1H-NMR as described for Example 2.2. Mass spectrometric analysis: conditions as described for Example 2.1. Calculated exact mass: 468; [M-H]− observed: 467.06.

후처리

  1. temperaturethe mixture was heated to 80° C. for one hour
  2. customThe reaction mixture was evaporated under reduced pressure
  3. customthe residue was triturated with cyclohexane
  4. filtrationThe suspension was filtered
  5. customthe solid dried under high vacuum

출처 및 근거

ORD 기록
ord-b6358a6fc40943e8a9741892df0e88b8
출처 데이터셋
uspto-grants-2013_03
특허 번호
US08389767B2

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