Water → 1-(4-aminosulphonylphenyl)-4,5-dihydro-5-(4-methylphenyl)-3-trifluoromethyl-1H-pyrazole

HRID 1611858ノート

反応式

HRID 1611858 の反応式
[NH2:1][S:2]([C:5]1[CH:10]=[CH:9][C:8]([NH:11][NH2:12])=[CH:7][CH:6]=1)(=[O:4])=[O:3].[F:13][C:14]([F:27])([F:26])[C:15](=O)/[CH:16]=[CH:17]/[C:18]1[CH:23]=[CH:22][C:21]([CH3:24])=[CH:20][CH:19]=1.O>C(O)(=O)C>[NH2:1][S:2]([C:5]1[CH:6]=[CH:7][C:8]([N:11]2[CH:17]([C:18]3[CH:23]=[CH:22][C:21]([CH3:24])=[CH:20][CH:19]=3)[CH2:16][C:15]([C:14]([F:13])([F:26])[F:27])=[N:12]2)=[CH:9][CH:10]=1)(=[O:4])=[O:3]

参加物

5

反応物 3

HCID 962WaterHCID 78105p-HydrazinobenzenesulphonamideHCID 11206657HCID 11206657、化合物

生成物 1

HCID 99519571-(4-aminosulphonylphenyl)-4,5-dihydro-5-(4-methylphenyl)-3-trifluoromethyl-1H-pyrazole収率 45%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

A solution of 4-(aminosulphonyl)phenylhydrazine chlorohydrate (0.82 g, 3.69 mmoles) and (E)-1,1,1-trifluoro-4-(4-methylphenyl)-3-butene-2-one (0.79 g, 3.69 mmoles) in 15 ml of acetic acid is refluxed for 3 hours under a nitrogen atmosphere. It is cooled, poured over water and extracted with AcOEt. The organic solution is washed with water, dried over anhydrous sodium sulphatic and evaporated to dryness under vacuum. The crude product thus obtained is crystallised from EtOH-petrol ether to give 1-(4-aminosulphonylphenyl)-4,5-dihydro-5-(4-methylphenyl)-3-trifluoromethyl-1H-pyrazole (0.65 g, yield: 45%).

後処理

  1. temperatureIt is cooled
  2. extractionextracted with AcOEt
  3. washThe organic solution is washed with water
  4. dry with materialdried over anhydrous sodium sulphatic
  5. customevaporated to dryness under vacuum
  6. customThe crude product thus obtained
  7. customis crystallised from EtOH-petrol ether

出典と根拠

ORDレコード
ord-7bfdefa69557408e9c688f28031f52e3
出典データセット
uspto-grants-2006_01
特許番号
USRE038963E1

反応ノート

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