Ethyl cyanoacetate → HCID 17026974, compound

HRID 2095875Notes

Reaction equation

HRID 2095875 reaction equation
[F:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][C:3]=1[CH3:9].[C:10]([CH2:12][C:13](OCC)=[O:14])#[N:11]>>[C:10]([CH2:12][C:13]([NH:6][C:5]1[CH:7]=[CH:8][C:2]([F:1])=[C:3]([CH3:9])[CH:4]=1)=[O:14])#[N:11]

Participants

3

Reactant 2

HCID 7764Ethyl cyanoacetateHCID 679814-Fluoro-m-toluidine

Product 1

HCID 17026974HCID 17026974, compoundYield 95%

Conditions

Temperature
180 °C

Procedure

A mixture of 4-fluoro-3-methylaniline (2.50 g, 20.0 mmol) and ethyl cyanoacetate (2.70 g, 24.0 mmol) was stirred at 180° C. for 14 hr. After the reaction, the mixture was cooled to room temperature, and the obtained solid was washed with hexane and collected by filtration to give the title compound (3.60 g, 95%) as a brownish-red solid.

Workup

  1. customAfter the reaction
  2. temperaturethe mixture was cooled to room temperature
  3. washthe obtained solid was washed with hexane
  4. filtrationcollected by filtration

Sources & evidence

ORD record
ord-09df2cb38a0345c693929592c525ff14
Source dataset
uspto-grants-2013_05
Patent number
US08445509B2

Reaction notes

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