Water → HCID 18354772, 화합물

HRID 429267

반응식

HRID 429267 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]=2[Cl:18])[N:5]=[C:4]([C:19]#[N:20])[C:3]=1[S:21]([C:23]([F:26])([F:25])[F:24])=[O:22].[CH2:27](N)[CH2:28][NH2:29].O.C(OCC)(=O)C>C1COCC1.CCCCCC>[NH2:1][C:2]1[N:6]([C:7]2[C:8]([Cl:18])=[CH:9][C:10]([C:14]([F:15])([F:16])[F:17])=[CH:11][C:12]=2[Cl:13])[N:5]=[C:4]([C:19]2[NH:29][CH2:28][CH2:27][N:20]=2)[C:3]=1[S:21]([C:23]([F:25])([F:24])[F:26])=[O:22]

참가 물질

7

반응물 4

HCID 962WaterHCID 3301Ethylenediamine2회HCID 3352FipronilHCID 8857Ethyl Acetate

생성물 1

HCID 18354772HCID 18354772, 화합물수율 38.4%

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매2회HCID 8058Hexane용매

실험 절차

5-Amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)-4-trifluoromethylsulfinyl-pyrazole (0.81 g, 1.85 mmol) was dissolved in 8 ml of THF, and then ethylenediamine (0.40 ml, 5.98 mmol) was added. The mixture was stirred at room temperature for 1 hour, heated to 50° C. and then stirred for 24 hours. Then, ethylenediamine (0.40 ml, 5.98 mmol) and THF (3 ml) were further added, followed by stirring for 14 hours. After the completion of the reaction, 20 ml of water was added and THF was distilled off and, further, 10 ml of water and 20 ml of an aqueous saturated sodium chloride solution were added. The mixture was extracted twice with 40 ml of ethyl acetate and the ethyl acetate layer was washed twice with 30 ml of an aqueous saturated sodium chloride solution. The resultant was dried over anhydrous magnesium sulfate and then concentrated to obtain a yellow amorphous. The amorphous was subjected to silica gel column chromatography [eluent: mixed solvent of ethyl acetate and hexane (volume ratio=1:2)] to obtain 0.34 g (0.71 mmol) of the title compound as a pale yellow amorphous. Yield 38%.

후처리

  1. temperatureheated to 50° C.
  2. stirringstirred for 24 hours
  3. stirringby stirring for 14 hours
  4. additionwas added
  5. distillationTHF was distilled off
  6. additionfurther, 10 ml of water and 20 ml of an aqueous saturated sodium chloride solution were added
  7. extractionThe mixture was extracted twice with 40 ml of ethyl acetate
  8. washthe ethyl acetate layer was washed twice with 30 ml of an aqueous saturated sodium chloride solution
  9. dry with materialThe resultant was dried over anhydrous magnesium sulfate
  10. concentrationconcentrated
  11. customto obtain a yellow amorphous

출처 및 근거

ORD 기록
ord-8e84db2929a445b39e3013327c589713
출처 데이터셋
uspto-grants-2001_11
특허 번호
US06316477B1

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