Water → Diethyl {[(1-ethyl-1H-pyrazol-5-yl)amino]methylene}malonate

HRID 606024Notes

Reaction equation

[NH2:1][C:2]1[N:6]([CH2:7][CH3:8])[N:5]=[CH:4][CH:3]=1.[CH2:9]([O:11][C:12](=[O:23])[C:13](=[CH:19]OCC)[C:14]([O:16][CH2:17][CH3:18])=[O:15])[CH3:10].O>C(OCC)(=O)C>[CH2:7]([N:6]1[C:2]([NH:1][CH:19]=[C:13]([C:12]([O:11][CH2:9][CH3:10])=[O:23])[C:14]([O:16][CH2:17][CH3:18])=[O:15])=[CH:3][CH:4]=[N:5]1)[CH3:8]

Participants

Conditions

Temperature: 120 °C

Procedure

A mixture of 5-amino-1-ethylpyrazole (1 gm, 0.0089 mole) and diethylethoxymethylenemalonate (1.9 ml, 0.0089 mole) was stirred at 120° C. for about 1 hour. The reaction mixture was poured into water and extraction was done with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate and concentrated in vacuo to give yellow oil. Yield: 2.5 g. m/z: (M++1) 282.0.

Workup

dry with materialThe organic layer was dried over anhydrous sodium sulfate
concentrationconcentrated in vacuo
customto give yellow oil

Sources & evidence

ORD record: ord-7589d9786b3a440296cbabbe81a0757c
Source dataset: uspto-grants-2011_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07915286B2

Reaction notes

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