Dimethylformamide → HCID 72360033, 화합물

HRID 1881642

반응식

HRID 1881642 반응식
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]

참가 물질

6

반응물 3

HCID 6228DimethylformamideHCID 60206780HCID 60206780, 화합물HCID 86014590Methyl 4-hydrazinocarbonothioylamino-2-nitrobenzoate

생성물 1

HCID 72360033HCID 72360033, 화합물수율 92.2%

시약·촉매·용매 2

HCID 313Hydrochloric Acid촉매HCID 962Water용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-a9109dc970be40a88edd15fe27edfaf7
출처 데이터셋
uspto-grants-2012_11
특허 번호
US08318796B2

연결된 노트

불러오는 중…