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Potassium Carbonate → HCID 22227859、化合物

HRID 1744577
ノート
印刷プレビュー

反応式

HRID 1744577 の反応式
[OH:1][CH2:2][CH2:3][N:4]1[C:8]([CH3:9])=[C:7]([C:10]([OH:12])=O)[CH:6]=[N:5]1.[NH2:13][C:14]1[CH:15]=[CH:16][C:17]([O:22][CH2:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[C:18]([CH:21]=1)[C:19]#[N:20].ON1C2C=CC=CC=2N=N1.C(N=C=NCCCN(C)C)C.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[C:19]([C:18]1[CH:21]=[C:14]([NH:13][C:10]([C:7]2[CH:6]=[N:5][N:4]([CH2:3][CH2:2][OH:1])[C:8]=2[CH3:9])=[O:12])[CH:15]=[CH:16][C:17]=1[O:22][CH2:23][C:24]([CH3:26])([CH3:25])[CH3:27])#[N:20]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 5

HCID 11430Potassium CarbonateHCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 757711-HydroxybenzotriazoleHCID 167776201-(2-hydroxyethyl)-5-methyl-1H-pyrazole-4-carboxylic acidHCID 178227345-Amino-2-neopentyloxybenzonitrile

生成物 1

HCID 22227859HCID 22227859、化合物
収率 30.9%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

1-(2-Hydroxyethyl)-5-methylpyrazole-4-carboxylic acid (1.7 g), 5-amino-2-neopentyloxybenzonitrile (2.1 g), 1-hydroxybenzotriazole (1.6 g) and 1-ethyl-3-(3′-dimethylaminopropyl)carbodiimide (2.3 g) were added to dimethylformamide (20 ml) and the mixture was stirred at room temperature for 5 h. The reaction mixture was treated with aqueous potassium carbonate solution and extracted with ethyl acetate. The organic layer was washed with saturated brine, and dried over anhydrous magnesium sulfate, after which the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (mobile phase:chloroform:methanol=100:1). Diisopropyl ether was added to the obtained oily substance to allow crystallization. The crystals were recrystallized from a mixed solvent of ethyl acetate-diisopropyl ether to give the title compound (1.1 g), melting point: 98–100° C.

後処理

  1. extractionextracted with ethyl acetate
  2. washThe organic layer was washed with saturated brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customafter which the solvent was evaporated under reduced pressure
  5. customThe residue was purified by silica gel column chromatography (mobile phase:chloroform:methanol=100:1)
  6. additionDiisopropyl ether was added to the obtained oily substance
  7. customcrystallization
  8. customThe crystals were recrystallized from a mixed solvent of ethyl acetate-diisopropyl ether

出典と根拠

ORDレコード
ord-93a27f8fd8844ce5bcbd5977e4cf384e
出典データセット
uspto-grants-2006_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07015218B1

反応ノート

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