Hydrochloric Acid → 3,4-diethyl 1H-pyrazole-3,4-dicarboxylate

HRID 908210

反応式

HRID 908210 の反応式
Cl.O.[NH2:3]N.Cl.[CH2:6]([O:8][C:9](=[O:22])[C:10](=[CH:18][N:19](C)C)[C:11](=O)[C:12]([O:14][CH2:15][CH3:16])=[O:13])[CH3:7]>C(O)C>[CH2:15]([O:14][C:12]([C:11]1[NH:3][N:19]=[CH:18][C:10]=1[C:9]([O:8][CH2:6][CH3:7])=[O:22])=[O:13])[CH3:16]

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 22250811Hydrazine monohydrate hydrochlorideHCID 72733183Diethyl 2-((dimethylamino)methylene)-3-oxosuccinate

生成物 1

HCID 145056993,4-diethyl 1H-pyrazole-3,4-dicarboxylate収率 31%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
60 °C

実験手順

Under an atmosphere of argon, hydrazine monohydrate hydrochloride (1.91 g, 28 mmol) and HCl (36.5% in water, 2.8 ml) were added to a solution of 2-dimethylaminomethylene-3-oxo-succinic acid diethyl ester (6.8 g, 28 mmol, obtained by the method of Hanzlowsky et al., J. Heterocyclic Chem. 2003, 40(3), 487-498) in ethanol (100 ml). The mixture was heated to 60° C. (3 h). The solvent was evaporated, and the residue was taken up in dichloromethane and washed (water). The organic layer was dried (Na2SO4), the solvent was evaporated and the title compound (1.81 mg, 31%) was isolated from the mixture by column chromatography (silica gel, heptane:ethyl acetate=100:0-60:40). MS (m/e)=383.3 [M+H+].

後処理

  1. customobtained by the method of Hanzlowsky et al., J
  2. customThe solvent was evaporated
  3. washwashed (water)
  4. dry with materialThe organic layer was dried (Na2SO4)
  5. customthe solvent was evaporated

出典と根拠

ORDレコード
ord-c34a6319f2844cd1a5dc72ff0ff35cdc
出典データセット
uspto-grants-2011_09
特許番号
US08017604B2

関連ノート

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