Trityl chloride → Dimethyl 1-trityl-3,5-pyrazoledicarboxylate

HRID 262344ノート

反応式

HRID 262344 の反応式
[CH3:1][O:2][C:3]([C:5]1[CH:9]=[C:8]([C:10]([O:12][CH3:13])=[O:11])[NH:7][N:6]=1)=[O:4].[H-].[Na+].[H][H].[C:18]1([C:24](Cl)([C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)[C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>CN(C=O)C.O.O.CN(C=O)C>[C:18]1([C:24]([C:25]2[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=2)([C:31]2[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=2)[N:7]2[C:8]([C:10]([O:12][CH3:13])=[O:11])=[CH:9][C:5]([C:3]([O:2][CH3:1])=[O:4])=[N:6]2)[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1

参加物

8

反応物 4

HCID 6456Trityl chlorideHCID 24758Sodium hydrideHCID 14844913,5-dimethyl 1H-pyrazole-3,5-dicarboxylateHCID 178418361HCID 178418361、化合物

生成物 1

HCID 12377531Dimethyl 1-trityl-3,5-pyrazoledicarboxylate

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒2 回HCID 21962138N,N-Dimethylformamide--water (1/1)溶媒

実験手順

To a solution of 1.84 g. (10 mmol) of 3,5-pyrazoledicarboxylic acid dimethyl ester* in 15 ml. of DMF, stirred at 0° under argon, was added 480 mg. (10 mmol) of 50% NaH (suspension in mineral oil). After the evolution of hydrogen had ceased, 2.7 g. (10 mmol) of triphenylmethyl chloride in 20 ml. of DMF was added dropwise. The mixture was allowed to warm to room temperature, stirred 1.5 hours, poured into H2O, and the resulting precipitate filtered. After recrystallization from 2-ethoxyethanol-H2O, there was obtained the end product. The analytical sample was obtained as colorless needles by recrystallization from DMF-H2O; mp 212°-213.5°.

後処理

  1. additionwas added 480 mg
  2. filtrationthe resulting precipitate filtered
  3. customAfter recrystallization from 2-ethoxyethanol-H2O
  4. customthere was obtained the end product

出典と根拠

ORDレコード
ord-031af27ee6244fe5b4bbed57f3a65bb4
出典データセット
uspto-grants-1979_05
特許番号
US04153799

反応ノート

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