Benzene → HCID 12912194、化合物

HRID 1155360ノート

反応式

HRID 1155360 の反応式
[CH2:1]([N:4]1[C:8]([OH:9])=[C:7]([C:10](=[O:19])[C:11]2[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][C:12]=2[Cl:18])[C:6]([CH3:20])=[N:5]1)[CH:2]=[CH2:3].C1C=CC=CC=1.C(N(CC)CC)C.[C:34]1([CH3:44])[CH:39]=[CH:38][C:37]([S:40](Cl)(=[O:42])=[O:41])=[CH:36][CH:35]=1>O>[C:34]1([CH3:44])[CH:39]=[CH:38][C:37]([S:40]([O:9][C:8]2[N:4]([CH2:1][CH:2]=[CH2:3])[N:5]=[C:6]([CH3:20])[C:7]=2[C:10](=[O:19])[C:11]2[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][C:12]=2[Cl:18])(=[O:42])=[O:41])=[CH:36][CH:35]=1

参加物

6

反応物 4

HCID 241BenzeneHCID 73974-Toluenesulfonyl chlorideHCID 8471TriethylamineHCID 178456657HCID 178456657、化合物

生成物 1

HCID 12912194HCID 12912194、化合物

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

To a solution of 180 mg. of 1-allyl-3-methyl-4-(2,4-dichlorobenzoyl)-5-hydroxypyrazole in 6 ml. of benzene and 58.4 mg. of triethylamine is added dropwise 110 mg. of 4-toluenesulfonyl chloride with stirring at room temperature. Then, the resulting mixture is heated under reflux for 1 hour. After completion of the reaction, water is added to the reaction mixture and an organic layer is separated. The organic layer is dried over anhydrous sodium sulfate, the solvent is distilled off and the resulting oily substance is recrystallized from benzene-n-hexane to give 173 mg. of the desired product as colorless prisms melting at 113°-114° C. Further, the solvent is distilled off from the mother liquor and recrystallization from n-hexane gives 26 mg. of the desired product. Total yield 73.9%.

後処理

  1. temperatureThen, the resulting mixture is heated
  2. temperatureunder reflux for 1 hour
  3. additionis added to the reaction mixture
  4. customan organic layer is separated
  5. dry with materialThe organic layer is dried over anhydrous sodium sulfate
  6. distillationthe solvent is distilled off
  7. customthe resulting oily substance is recrystallized from benzene-n-hexane
  8. customto give 173 mg

出典と根拠

ORDレコード
ord-f8972f118f7c463a982e197c2ff21547
出典データセット
uspto-grants-1981_11
特許番号
US04301293

反応ノート

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