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

HRID 1252168

반응식

HRID 1252168 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

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.).

후처리

  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

출처 및 근거

ORD 기록
ord-c9097da69842428890625a7e69773623
출처 데이터셋
uspto-grants-1988_05
특허 번호
US04742074

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