HCID 12736916, compound → HCID 12736922, compound

HRID 1833366Notes

Reaction equation

HRID 1833366 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[O:10][CH:9]=[C:8]([NH:11][CH:12]=[C:13]([C:19]([O:21]CC)=O)[C:14]([O:16][CH2:17][CH3:18])=[O:15])[C:7](=[O:24])[C:6]=2[CH:25]=1>C1(OC2C=CC=CC=2)C=CC=CC=1>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[O:10][C:9]3[C:19](=[O:21])[C:13]([C:14]([O:16][CH2:17][CH3:18])=[O:15])=[CH:12][NH:11][C:8]=3[C:7](=[O:24])[C:6]=2[CH:25]=1

Participants

3

Reactant 1

HCID 12736916HCID 12736916, compound

Product 1

HCID 12736922HCID 12736922, compoundYield 93%

Reagents, catalysts & solvents 1

HCID 7583Diphenyl EtherSolvent

Procedure

Diethyl {[(6-chloro-4-oxo-4H-1-benzopyran-3-yl)amino]methylene}propanedioate (5.0 g, 0.0137 mole) was added to diphenyl ether (30 ml) at 200°. The reaction mixture was refluxed (bath temp. 280°-290° ) for 60 min. The product, which crystallized out on cooling, was filtered off and washed with ether. Recrystallization from DMF gave white crystals (4.05 g, 93%), m.p. 330°-338° (dec).

Workup

  1. temperatureThe reaction mixture was refluxed (bath temp. 280°-290° ) for 60 min
  2. customThe product, which crystallized out
  3. temperatureon cooling
  4. filtrationwas filtered off
  5. washwashed with ether
  6. customRecrystallization from DMF

Sources & evidence

ORD record
ord-429e71f68a7e41239b6059440370a8e3
Source dataset
uspto-grants-1978_01
Patent number
US04066655

Reaction notes

Loading…