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(Chloromethyl)sulfonyl chloride → 5-Chloromethanesulphonamido-1-(2,6-dichloro-4-trifluoromethylphenyl)-pyrazole

HRID 1382124
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HRID 1382124 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]=[CH:4][CH:3]=1.[Cl:19][CH2:20][S:21](Cl)(=[O:23])=[O:22]>N1C=CC=CC=1.ClC1C=CC=CC=1Cl>[Cl:19][CH2:20][S:21]([NH:1][C:2]1[N:6]([C:7]2[C:12]([Cl:13])=[CH:11][C:10]([C:14]([F:16])([F:15])[F:17])=[CH:9][C:8]=2[Cl:18])[N:5]=[CH:4][CH:3]=1)(=[O:23])=[O:22]
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참가 물질

5

반응물 2

HCID 77054(Chloromethyl)sulfonyl chlorideHCID 135571095-Amino-1-(2,6-dichloro-4-trifluoromethylphenyl)-pyrazole

생성물 1

HCID 137127045-Chloromethanesulphonamido-1-(2,6-dichloro-4-trifluoromethylphenyl)-pyrazole수율 63%

시약·촉매·용매 2

HCID 1049Pyridine용매HCID 72391,2-Dichlorobenzene용매

실험 절차

10 g (0.034 mole) of 5-amino-1-(2,6-dichloro-4-trifluoromethylphenyl)-pyrazole are dissolved in 35 ml of pyridine. 21.4 g (0.068 mole) of 47% chloromethanesulphonyl chloride, dissolved in 1,2-dichlorobenzene, are added dropwise at 0° C. to 5° C. The mixture is stirred for five hours, during which the temperature slowly rises to 20° C. The mixture is then poured into ice-water and extracted with methylene chloride. The organic phase is separated off, washed with dilute hydrochloric acid and extracted three times with 100 ml of saturated sodium bicarbonate solution. The combined aqueous phases are brought to pH 1 with 10% strength hydrochloric acid and the product which has precipitated is taken up in methylene chloride. The methylene chloride phase is separated off, washed with saturated sodium chloride solution, dried over magnesium sulphate and concentrated. 8.7 g (63% of theory) of 5-chloromethanesulphonamido-1-(2,6-dichloro-4-trifluoromethylphenyl)-pyrazole of melting point 63°-66° C. are obtained.

후처리

  1. additionare added dropwise at 0° C. to 5° C
  2. customslowly rises to 20° C
  3. extractionextracted with methylene chloride
  4. customThe organic phase is separated off
  5. washwashed with dilute hydrochloric acid
  6. extractionextracted three times with 100 ml of saturated sodium bicarbonate solution
  7. customthe product which has precipitated
  8. customThe methylene chloride phase is separated off
  9. washwashed with saturated sodium chloride solution
  10. dry with materialdried over magnesium sulphate
  11. concentrationconcentrated

출처 및 근거

ORD 기록
ord-b8ca29b8055f44b3877bb0b63cef5864
출처 데이터셋
uspto-grants-1989_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04806144

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