Dimethylformamide → HCID 72360033、化合物

HRID 1881642

反応式

HRID 1881642 の反応式
CN(C)C=O.[Cl:6][C:7]1[CH:8]=[C:9]([C:14]2[N:18]([CH3:19])[N:17]=[C:16]([C:20](=O)[CH3:21])[C:15]=2[OH:23])[CH:10]=[CH:11][C:12]=1[Cl:13].[NH:24]([C:26]([NH:28][C:29]1[CH:38]=[CH:37][C:32]([C:33]([O:35][CH3:36])=[O:34])=[C:31]([N+:39]([O-:41])=[O:40])[CH:30]=1)=[S:27])[NH2:25]>Cl.O>[Cl:6][C:7]1[CH:8]=[C:9]([C:14]2[N:18]([CH3:19])[N:17]=[C:16]([C:20](=[N:25][NH:24][C:26]([NH:28][C:29]3[CH:38]=[CH:37][C:32]([C:33]([O:35][CH3:36])=[O:34])=[C:31]([N+:39]([O-:41])=[O:40])[CH:30]=3)=[S:27])[CH3:21])[C:15]=2[OH:23])[CH:10]=[CH:11][C:12]=1[Cl:13]

参加物

6

反応物 3

HCID 6228DimethylformamideHCID 60206780HCID 60206780、化合物HCID 86014590Methyl 4-hydrazinocarbonothioylamino-2-nitrobenzoate

生成物 1

HCID 72360033HCID 72360033、化合物収率 92.2%

試薬・触媒・溶媒 2

HCID 313Hydrochloric Acid触媒HCID 962Water溶媒

実験手順

Dimethylformamide (1 ml) and conc. hydrochloric acid (1 drop) were added to 1-[5-(3,4-dichlorophenyl)-4-hydroxy-1-methyl-1H-pyrazol-3-yl]ethanone (60 mg, 0.21 mmol) synthesized in Synthetic Example 1 and methyl 4-hydrazinocarbonothioylamino-2-nitrobenzoate (57 mg, 0.21 mmol) synthesized in Reference Synthetic Example 56, and the mixture was stirred at room temperature for 21 hours. Water was added, and the precipitated solid was filtered, purified with a silica gel column chromatography (n-hexane/ethyl acetate=1/1 then chloroform/methanol=95/5). The obtained solid was extracted with ethyl acetate, washed with a saturated ammonium chloride aqueous solution, saturated sodium chloride aqueous solution. The organic layer was concentrated to obtain the desired product as a pale yellow solid (104 mg, yield 92%).

後処理

  1. customsynthesized in Reference Synthetic Example 56
  2. filtrationthe precipitated solid was filtered
  3. custompurified with a silica gel column chromatography (n-hexane/ethyl acetate=1/1
  4. extractionThe obtained solid was extracted with ethyl acetate
  5. washwashed with a saturated ammonium chloride aqueous solution, saturated sodium chloride aqueous solution
  6. concentrationThe organic layer was concentrated

出典と根拠

ORDレコード
ord-a9109dc970be40a88edd15fe27edfaf7
出典データセット
uspto-grants-2012_11
特許番号
US08318796B2

関連ノート

読み込み中…