Ethyl cyanoacetate → HCID 178507949, compound

HRID 908605Notes

Reaction equation

HRID 908605 reaction equation
Cl.[CH:2]1([C:5]([NH2:7])=[NH:6])[CH2:4][CH2:3]1.[C:8]([CH2:10][C:11](OCC)=[O:12])#[N:9].CO.C[O-].[Na+]>CO>[NH2:9][C:8]1[N:7]=[C:5]([CH:2]2[CH2:4][CH2:3]2)[N:6]=[C:11]([OH:12])[CH:10]=1

Participants

5

Reactant 3

HCID 7764Ethyl cyanoacetateHCID 2781916Cyclopropanecarboximidamide hydrochlorideHCID 23694274Sodium methanolate methanol

Product 1

HCID 178507949HCID 178507949, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixed solution of cyclopropanecarboxamidine hydrochloride (0.30 g), ethyl cyanoacetate (0.27 ml) and methanol (1.5 ml) was added to 28% sodium methoxide methanol solution (2.0 ml) under ice-cooling. After heating under reflux for 1 hr, the mixture was cooled to room temperature. The reaction mixture was concentrated under reduced pressure, and the obtained residue was adjusted to pH 5 with water and acetic acid. The precipitated solid was collected by filtration, washed with water and dried to give the title compound (0.30 g).

Workup

  1. temperaturecooling
  2. temperatureAfter heating
  3. temperatureunder reflux for 1 hr
  4. concentrationThe reaction mixture was concentrated under reduced pressure
  5. filtrationThe precipitated solid was collected by filtration
  6. washwashed with water
  7. customdried

Sources & evidence

ORD record
ord-b3f390ad32444c06ab7f87b741a8688e
Source dataset
uspto-grants-2011_09
Patent number
US08017612B2

Reaction notes

Loading…