Ethyl cyanoacetate → HCID 17026974, compound

HRID 2095861Notes

Reaction equation

HRID 2095861 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 cooling to room temperature, 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. temperatureAfter cooling to room temperature
  2. washthe obtained solid was washed with hexane
  3. filtrationcollected by filtration

Sources & evidence

ORD record
ord-fdf1e57d46ff42c5ab4dfe71190274fa
Source dataset
uspto-grants-2013_05
Patent number
US08445509B2

Reaction notes

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