Ethyl cyanoacetate → HCID 178507961, compound

HRID 441968Notes

Reaction equation

HRID 441968 reaction equation
[C:1]([CH2:3][C:4](OCC)=[O:5])#[N:2].[NH2:9][C:10]([NH2:12])=[S:11].[Na].OC1C=CC=CN=1>C(O)(=O)C.O.CO>[NH2:2][C:1]1[CH:3]=[C:4]([OH:5])[N:12]=[C:10]([SH:11])[N:9]=1

Participants

8

Reactant 4

HCID 7764Ethyl cyanoacetateHCID 2723790ThioureaHCID 5360545SodiumHCID 178516071HCID 178516071, compound

Product 1

HCID 178507961HCID 178507961, compoundYield 82%

Reagents, catalysts & solvents 3

HCID 176Acetic AcidSolventHCID 887MethanolSolventHCID 962WaterSolvent

Procedure

0.57 g. of ethyl cyanoacetate and 0.38 g. of thiourea are heated under reflux in 3 ml. of methanol in the presence of 1.17 g. of the sodium salt of 2-hydroxypyridine. After completion of reaction, 4 ml. of water is added, and the solution is neutralized with 0.58 ml. of acetic acid, to deposit the desired monohydrate crystals. Yield: 82%. The ultraviolet absorption spectrum agrees closely with the literature values.

Workup

  1. temperatureunder reflux in 3 ml
  2. customAfter completion of reaction, 4 ml
  3. customThe ultraviolet absorption spectrum

Sources & evidence

ORD record
ord-93a4aee715ea4998aaeae011bc728eef
Source dataset
uspto-grants-1977_08
Patent number
US04043992

Reaction notes

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