HCID 12736933, compound → HCID 12736934, compound

HRID 1764630Notes

Reaction equation

HRID 1764630 reaction equation
[O:1]=[C:2]1[C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=2[O:5][C:4]([NH:12][CH:13]=[C:14]([C:20]([O:22]CC)=O)[C:15]([O:17][CH2:18][CH3:19])=[O:16])=[CH:3]1>C1(OC2C=CC=CC=2)C=CC=CC=1>[O:22]=[C:20]1[C:14]([C:15]([O:17][CH2:18][CH3:19])=[O:16])=[CH:13][NH:12][C:4]2[O:5][C:6]3[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=3[C:2](=[O:1])[C:3]1=2

Participants

3

Reactant 1

HCID 12736933HCID 12736933, compound

Product 1

HCID 12736934HCID 12736934, compoundYield 83%

Reagents, catalysts & solvents 1

HCID 7583Diphenyl EtherSolvent

Procedure

Diethyl {[(4-oxo-4H-1-benzopyran-2-yl)amino]methylene}malonate (36 g, 0.11 mole) is added to diphenyl ether (300 ml) at 200° C. The reaction mixture is refluxed under nitrogen for 90 min. The product, which crystallized out on cooling, is filtered off and washed with ethyl acetate. Recrystallization from DMF gives white crystals (25.6 g, 83%), mp 174°-175° C.

Workup

  1. temperatureThe reaction mixture is refluxed under nitrogen for 90 min
  2. customThe product, which crystallized out
  3. temperatureon cooling
  4. filtrationis filtered off
  5. washwashed with ethyl acetate
  6. customRecrystallization from DMF

Sources & evidence

ORD record
ord-7044c4aca5c64c7b9c95ebeca12af403
Source dataset
uspto-grants-1978_09
Patent number
US04117134

Reaction notes

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