Diethyl (ethoxymethylene)malonate → HCID 12736933, compound

HRID 1764629Notes

Reaction equation

HRID 1764629 reaction equation
[NH2:1][C:2]1[O:3][C:4]2[C:9]([C:10](=[O:12])[CH:11]=1)=[CH:8][CH:7]=[CH:6][CH:5]=2.C(O[CH:16]=[C:17]([C:23]([O:25][CH2:26][CH3:27])=[O:24])[C:18]([O:20][CH2:21][CH3:22])=[O:19])C>>[CH2:21]([O:20][C:18](=[O:19])[C:17](=[CH:16][NH:1][C:2]1[O:3][C:4]2[CH:5]=[CH:6][CH:7]=[CH:8][C:9]=2[C:10](=[O:12])[CH:11]=1)[C:23]([O:25][CH2:26][CH3:27])=[O:24])[CH3:22]

Participants

3

Reactant 2

HCID 6871Diethyl (ethoxymethylene)malonateHCID 5951662-Aminochromone

Product 1

HCID 12736933HCID 12736933, compoundYield 91%

Conditions

Temperature
130 °C

Procedure

A mixture of 2-aminochromone (3.22 g, 0.02 mole) and diethyl ethoxymethylenemalonate (8.64 g, 0.04 mole) is heated at 130° C. under nitrogen until an homogeneous solution forms (16 hrs.). The reaction mixture is cooled. The product, which precipitated, is filtered off and washed with hexane. Recrystallization from ethylacetate gives pale yellow crystals (6.01 g, 91%), mp 138°-140° C.

Workup

  1. temperatureThe reaction mixture is cooled
  2. customThe product, which precipitated
  3. filtrationis filtered off
  4. washwashed with hexane
  5. customRecrystallization from ethylacetate

Sources & evidence

ORD record
ord-3ab1beb0ecd74f0da67c3507aa4f5ab7
Source dataset
uspto-grants-1978_09
Patent number
US04117134

Reaction notes

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