Dimethylamine → 5-Amino-1-(2,6-dichloro-4-trifluoromethylphenyl)-3-(N,N-dimethylamidino)-4-trifluoromethylsulfinylpyrazole

HRID 429256

反応式

HRID 429256 の反応式
[NH2:1][C:2]1[N:6]([C:7]2[C:12]([Cl:13])=[CH:11][C:10]([C:14]([F:17])([F:16])[F:15])=[CH:9][C:8]=2Cl)[N:5]=[C:4]([C:19]#[N:20])[C:3]=1[S:21]([C:23]([F:26])([F:25])[F:24])=O.[CH3:27][NH:28][CH3:29].[OH2:30].[Cl-:31].[Na+]>O1CCOCC1.CCOCC.CO.C(OCC)(=O)C>[NH2:1][C:2]1[N:6]([C:7]2[C:8]([Cl:31])=[CH:9][C:10]([C:14]([F:17])([F:16])[F:15])=[CH:11][C:12]=2[Cl:13])[N:5]=[C:4]([C:19](=[NH:20])[N:28]([CH3:29])[CH3:27])[C:3]=1[S:21]([C:23]([F:26])([F:25])[F:24])=[O:30]

参加物

9

反応物 4

HCID 674DimethylamineHCID 962WaterHCID 3352FipronilHCID 5234Sodium Chloride

生成物 1

HCID 183547755-Amino-1-(2,6-dichloro-4-trifluoromethylphenyl)-3-(N,N-dimethylamidino)-4-trifluoromethylsulfinylpyrazole収率 27%

試薬・触媒・溶媒 4

HCID 887Methanol溶媒HCID 3283Diethyl Ether溶媒HCID 8857Ethyl Acetate溶媒HCID 312751,4-Dioxane溶媒

実験手順

5-Amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)-4-trifluoromethylsulfinylpyrazole (0.97 g, 2.22 mmol) was dissolved in 10 ml of 1,4-dioxane and dimethylamine (50% aqueous solution) (1.20 ml, 11.4 mmol) was added, and then the mixture was stirred at room temperature for 5 days. After stirring, 20 ml of water and 20 ml of an aqueous saturated sodium chloride solution were added and the solution was extracted twice with 30 ml of ethyl acetate. The extract was dried over anhydrous magnesium sulfate and the solvent was distilled off to obtain a yellow amorphous. The amorphous was subjected to silica gel column chromatography [eluent: mixed solvent of ethyl acetate and methanol (volume ratio=4:1)] and a small amount of ether was added to crystallize the resulting amorphous. This resultant was filtered to obtain 0.29 g (0.60 mmol) of the title compound as a colorless crystal. Yield 27%.

後処理

  1. stirringAfter stirring
  2. extractionthe solution was extracted twice with 30 ml of ethyl acetate
  3. dry with materialThe extract was dried over anhydrous magnesium sulfate
  4. distillationthe solvent was distilled off
  5. customto obtain a yellow amorphous
  6. customto crystallize the resulting amorphous
  7. filtrationThis resultant was filtered

出典と根拠

ORDレコード
ord-0dfb01ce0f7c426f8def0d1255659a48
出典データセット
uspto-grants-2001_11
特許番号
US06316477B1

関連ノート

読み込み中…