Sodium Carbonate → ethyl 3-bromo-1-(1-ethoxyethyl)-1H-thieno[2,3-c]pyrazole-5-carboxylate

HRID 736255노트

반응식

HRID 736255 반응식
[Br:1][C:2]1[C:6]([CH:7]=O)=[C:5](Br)[N:4]([CH:10]([O:12][CH2:13][CH3:14])[CH3:11])[N:3]=1.C(=O)([O-])[O-].[Na+].[Na+].[SH:21][CH2:22][C:23]([O:25][CH2:26][CH3:27])=[O:24]>C(O)C>[Br:1][C:2]1[C:6]2[CH:7]=[C:22]([C:23]([O:25][CH2:26][CH3:27])=[O:24])[S:21][C:5]=2[N:4]([CH:10]([O:12][CH2:13][CH3:14])[CH3:11])[N:3]=1

참가 물질

5

반응물 3

HCID 10340Sodium CarbonateHCID 12185Ethyl ThioglycolateHCID 57434727HCID 57434727, 화합물

생성물 1

HCID 57487832ethyl 3-bromo-1-(1-ethoxyethyl)-1H-thieno[2,3-c]pyrazole-5-carboxylate수율 88.4%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

1.19 g (3.81 mmol) of 3,5-dibromo-1-(1-ethoxyethyl)-1H-pyrazole-4-carboxaldehyde are introduced with stirring into 50 mL of ethanol under an argon atmosphere at a temperature in the region of 20° C., followed by addition of 0.4 g (3.81 mmol) of sodium carbonate and 0.42 mL (3.81 mmol) of ethyl 2-mercaptoacetate. The reaction mixture is then refluxed for 2 hours, and then concentrated to dryness under reduced pressure (2.7 kPa). The residue is taken up in 60 mL of water and 60 mL of dichloromethane, and the phases are separated by settling. The organic phase is dried over magnesium sulfate and then concentrated to dryness under reduced pressure (2.7 kPa). 1.17 g of ethyl 3-bromo-1-(1-ethoxyethyl)-1H-thieno[2,3-c]pyrazole-5-carboxylate are thus obtained in the form of a pale yellow oil that crystallizes to give cream-colored crystals melting at 69° C.

후처리

  1. temperatureThe reaction mixture is then refluxed for 2 hours
  2. concentrationconcentrated to dryness under reduced pressure (2.7 kPa)
  3. custom60 mL of dichloromethane, and the phases are separated
  4. dry with materialThe organic phase is dried over magnesium sulfate
  5. concentrationconcentrated to dryness under reduced pressure (2.7 kPa)

출처 및 근거

ORD 기록
ord-88ca9d07b3da498c976ceaf3c284ad3d
출처 데이터셋
uspto-grants-2009_09
특허 번호
US07595320B2

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