Ethanol → HCID 54380916, compound

HRID 1577927Notes

Reaction equation

HRID 1577927 reaction equation
[CH2:1]([O:3][C:4]([NH:6][NH2:7])=[O:5])[CH3:2].[CH2:8]([O:10][C:11](=O)[C:12]#[CH:13])[CH3:9].C([OH:17])C>>[CH2:1]([O:3][C:4]([NH:6][N:7]=[C:11]([O:10][CH2:8][CH3:9])[CH2:12][CH:13]=[O:17])=[O:5])[CH3:2]

Participants

4

Reactant 3

HCID 702EthanolHCID 12182Ethyl propiolateHCID 20064Hydrazinecarboxylic acid, ethyl ester

Product 1

HCID 54380916HCID 54380916, compound

Procedure

41.6 g (0.4 mole) hydrazinoformic acid ethyl ester are dissolved in 120 ml ethanol in a three necked 250 ml round flask with stirrer and temperature indicator and 39.2 g (0.4 mole) propiolic acid ethyl ester are added. The temperature rises to 30° C. during the addition and is kept constant for another three hours. After standing over night at room temperature the contents is thickened by evaporation at 40° C. in vacuo. The yellow oily residue crystallizes upon grinding. The crystals are ground with a mixture of 60 ml isopropylether and 60 ml cyclohexane, are sucked off, washed with 100 ml cyclohexane and are dried at room temperature in vacuo to constant weight.

Workup

  1. additionThe temperature rises to 30° C. during the addition
  2. waitAfter standing over night at room temperature
  3. customthe contents is thickened by evaporation at 40° C. in vacuo
  4. customThe yellow oily residue crystallizes
  5. customupon grinding
  6. additionThe crystals are ground with a mixture of 60 ml isopropylether and 60 ml cyclohexane
  7. washwashed with 100 ml cyclohexane
  8. customare dried at room temperature in vacuo to constant weight

Sources & evidence

ORD record
ord-2f37f9a9a38e43a692bac731b8cca260
Source dataset
uspto-grants-1981_09
Patent number
US04289897

Reaction notes

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