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

HRID 429256

반응식

HRID 429256 반응식
[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]

참가 물질

9

반응물 4

HCID 674DimethylamineHCID 962WaterHCID 3352FipronilHCID 5234Sodium Chloride

생성물 1

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

시약·촉매·용매 4

HCID 887Methanol용매HCID 3283Diethyl Ether용매HCID 8857Ethyl Acetate용매HCID 312751,4-Dioxane용매

실험 절차

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%.

후처리

  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

출처 및 근거

ORD 기록
ord-0dfb01ce0f7c426f8def0d1255659a48
출처 데이터셋
uspto-grants-2001_11
특허 번호
US06316477B1

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