Diethyl (ethoxymethylene)malonate → HCID 68131296, compound

HRID 1658759Notes

Reaction equation

HRID 1658759 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([CH2:7][N:8]2[C:12]([NH2:13])=[CH:11][CH:10]=[N:9]2)=[CH:3][CH:2]=1.[CH2:14]([O:16][C:17](=[O:28])[C:18](=[CH:24]OCC)[C:19]([O:21][CH2:22][CH3:23])=[O:20])[CH3:15]>>[CH2:14]([O:16][C:17](=[O:28])[C:18](=[CH:24][NH:13][C:12]1[N:8]([CH2:7][C:4]2[CH:5]=[CH:6][N:1]=[CH:2][CH:3]=2)[N:9]=[CH:10][CH:11]=1)[C:19]([O:21][CH2:22][CH3:23])=[O:20])[CH3:15]

Participants

3

Reactant 2

HCID 6871Diethyl (ethoxymethylene)malonateHCID 10968981-[(Pyridin-4-yl)methyl]-1H-pyrazol-5-amine

Product 1

HCID 68131296HCID 68131296, compoundYield 65%

Procedure

174 g of 1-(4-picolyl)-5-aminopyrazole and 216 g of ethoxymethylene malonic acid diethyl ester are heated with stirring at 140°, until the theoretical amount of alcohol has distilled off. The reaction mixture crystallizes on cooling. Recrystallization from ethyl acetate yields 220 g of [[[1-(4-picolyl)-5-pyrazolyl]amino]methylene]malonic acid diethyl ester (65%), m.p. 95°-97°.

Workup

  1. distillationhas distilled off
  2. customThe reaction mixture crystallizes
  3. temperatureon cooling
  4. customRecrystallization from ethyl acetate

Sources & evidence

ORD record
ord-61230c65213f423894c3276f5fcf490a
Source dataset
uspto-grants-1976_06
Patent number
US03966746

Reaction notes

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