Water → 1,3,5-trimethyl-N-(1,1,3-trimethyl-4-indanyl)pyrazole-4-carboxamide

HRID 1252168

反応式

HRID 1252168 の反応式
[CH3:1][C:2]1([CH3:13])[C:10]2[C:5](=[C:6]([NH2:11])[CH:7]=[CH:8][CH:9]=2)[CH:4]([CH3:12])[CH2:3]1.C(N(CC)CC)C.[CH3:21][N:22]1[C:26]([CH3:27])=[C:25]([C:28](Cl)=[O:29])[C:24]([CH3:31])=[N:23]1.O>O1CCCC1>[CH3:21][N:22]1[C:26]([CH3:27])=[C:25]([C:28]([NH:11][C:6]2[CH:7]=[CH:8][CH:9]=[C:10]3[C:5]=2[CH:4]([CH3:12])[CH2:3][C:2]3([CH3:13])[CH3:1])=[O:29])[C:24]([CH3:31])=[N:23]1

参加物

6

反応物 4

HCID 962WaterHCID 8471TriethylamineHCID 112175411,1,3-Trimethylindan-4-amineHCID 13637622trimethyl-1H-pyrazole-4-carbonyl chloride

生成物 1

HCID 141278841,3,5-trimethyl-N-(1,1,3-trimethyl-4-indanyl)pyrazole-4-carboxamide収率 82%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To a solution of 1.75 g of 1,1,3-trimethyl-4-aminoindane and 2 ml of triethylamine in 50 ml of tetrahydrofuran was with stirring at room temperature added dropwise a solution of 1.73 g of 1,3,5-trimethylpyrazole-4-carboxylic acid chloride in 10 ml of tetrahydrofuran, followed by stirring at room temperature for 12 hours. Then, the reaction solution was poured into a cold water to result in separation into two layers. The aqueous layer was extracted with ethyl acetate and the organic layer was dried over anhydrous magnesium sulfate and the solvent was distilled off. The residue was recrystallized with toluene to obtain 2.55 g of 1,3,5-trimethyl-N-(1,1,3-trimethylindane-4-yl)pyrazole-4-carboxamide (mp 176.2° C.).

後処理

  1. stirringby stirring at room temperature for 12 hours
  2. customto result in separation into two layers
  3. extractionThe aqueous layer was extracted with ethyl acetate
  4. dry with materialthe organic layer was dried over anhydrous magnesium sulfate
  5. distillationthe solvent was distilled off
  6. customThe residue was recrystallized with toluene

出典と根拠

ORDレコード
ord-c9097da69842428890625a7e69773623
出典データセット
uspto-grants-1988_05
特許番号
US04742074

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