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

HRID 1382124
ノート
印刷プレビュー

反応式

HRID 1382124 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]=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]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 1049Pyridine溶媒HCID 72391,2-Dichlorobenzene溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-b8ca29b8055f44b3877bb0b63cef5864
出典データセット
uspto-grants-1989_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04806144

反応ノート

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