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

HRID 1943095ノート

反応式

HRID 1943095 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 5943Carbon Tetrachloride溶媒2 回

反応条件

温度
50 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-b6358a6fc40943e8a9741892df0e88b8
出典データセット
uspto-grants-2013_03
特許番号
US08389767B2

反応ノート

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