Diphenyl Ether → HCID 12736928, compound

HRID 2071245Notes

Reaction equation

HRID 2071245 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[O:10][CH:9]=[C:8]([NH:11][C:12](=[CH:17][C:18]([O:20]C)=O)[C:13]([O:15][CH3:16])=[O:14])[C:7](=[O:22])[C:6]=2[CH:23]=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:18](=[O:20])[CH:17]=[C:12]([C:13]([O:15][CH3:16])=[O:14])[NH:11][C:8]=3[C:7](=[O:22])[C:6]=2[CH:23]=1

Participants

3

Reactant 2

HCID 7583Diphenyl EtherHCID 86735049HCID 86735049, compound

Product 1

HCID 12736928HCID 12736928, compoundYield 88%

Procedure

Dimethyl 2-[(6-chloro-4-oxo-4H-1-benzopyran-3-yl)amino]-2-butenedioate (1.0 g, 0.0033 mole) was added to diphenyl ether (25 ml) at 200°. The reaction mixture was refluxed for 10 min. (bath temperature 260°-280°). The product, which crystallized out on cooling, was filtered off and washed with ether. Recrystallization from DMF gave white crystals (0.8 g, 88%), m.p. 300°-305°.

Workup

  1. temperatureThe reaction mixture was refluxed for 10 min. (bath temperature 260°-280°)
  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-91ac91955d3b461e937f0a9d606153a8
Source dataset
uspto-grants-1977_09
Patent number
US04046769

Reaction notes

Loading…