Ethyl cyanoacetate → HCID 57600470, compound

HRID 1787712Notes

Reaction equation

HRID 1787712 reaction equation
[CH2:1]([N:3]=[C:4]=[S:5])[CH3:2].[CH2:6]([O:8][C:9](=[O:13])[CH2:10][C:11]#[N:12])[CH3:7].C(N(CC)CC)C>O>[CH2:6]([O:8][C:9](=[O:13])[CH:10]([C:11]#[N:12])[C:4](=[S:5])[NH:3][CH2:1][CH3:2])[CH3:7]

Participants

5

Reactant 3

HCID 7764Ethyl cyanoacetateHCID 8471TriethylamineHCID 10966Ethyl isothiocyanate

Product 1

HCID 57600470HCID 57600470, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
50 °C

Procedure

4.25 ml of ethyl isothiocyanate is added to a mixture that consists of 5 g of cyanoacetic acid ethyl ester and 5 ml of triethylamine at 25° C. Then, it is allowed to stir for 6 more hours at 50° C. Then, the reaction mixture is concentrated by evaporation in a vacuum. The residue is taken up in ethanol and poured into 150 ml of ice-cold IN hydrochloric acid. It is allowed to stir for 3 more hours at 25° C., and then the residue is filtered off. The solid that is obtained is rewashed with water. 7 g of product is obtained.

Workup

  1. concentrationThen, the reaction mixture is concentrated by evaporation in a vacuum
  2. additionpoured into 150 ml of ice-cold IN hydrochloric acid
  3. stirringto stir for 3 more hours at 25° C.
  4. filtrationthe residue is filtered off
  5. customThe solid that is obtained

Sources & evidence

ORD record
ord-5714c1ab711a441b8eeeaf43920c65a4
Source dataset
uspto-grants-2009_03
Patent number
US07511059B2

Reaction notes

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