Ethyl cyanoacetate → HCID 11659490, compound

HRID 1010532Notes

Reaction equation

HRID 1010532 reaction equation
[C:1]([CH:4]1[CH2:6][CH2:5]1)(=O)[CH3:2].C(O[C:10](=[O:14])[CH2:11][C:12]#[N:13])C.[Cl:15][C:16]1[CH:17]=[C:18]([CH:21]=[CH:22][C:23]=1[Cl:24])[CH:19]=O.C([O-])(=O)C.[NH4+:29]>C(O)C>[CH:4]1([C:1]2[NH:29][C:10](=[O:14])[C:11]([C:12]#[N:13])=[C:19]([C:18]3[CH:21]=[CH:22][C:23]([Cl:24])=[C:16]([Cl:15])[CH:17]=3)[CH:2]=2)[CH2:6][CH2:5]1

Participants

6

Reactant 4

HCID 7764Ethyl cyanoacetateHCID 13004Cyclopropyl methyl ketoneHCID 227103,4-DichlorobenzaldehydeHCID 517165Ammonium Acetate

Product 1

HCID 11659490HCID 11659490, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

While being stirred, 300 ml of ethanol is mixed with 14 g of acetyl cyclopropane, 18 g of cyanoacetic acid ethyl ester, 28 g of 3,4-dichlorobenzaldehyde as well as 100 g of ammonium acetate, and it is subsequently heated to boiling for six hours at a bath temperature of 80-90° C. After some length of time, a portion of the product already precipitates from the reaction solution. To complete the precipitation, it is then allowed to cool to room temperature while being stirred. The precipitate is suctioned off, washed acetate-free with cold ethanol and water and ultimately dried. 15 g of product accumulates, melting point 290-295° C., while decomposing.

Workup

  1. temperatureis subsequently heated
  2. customtemperature of 80-90° C
  3. customAfter some length of time, a portion of the product already precipitates from the reaction solution
  4. customthe precipitation, it
  5. stirringwhile being stirred
  6. washwashed acetate-free with cold ethanol and water
  7. customultimately dried

Sources & evidence

ORD record
ord-d6ba8dd1e4d849b3b423d4dad5dd7d55
Source dataset
uspto-grants-2011_07
Patent number
US07977325B2

Reaction notes

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