Triethyl methanetricarboxylate → HCID 54710203, compound

HRID 1080641Notes

Reaction equation

HRID 1080641 reaction equation
[O:1]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[NH:4][CH2:3][CH2:2]1.[CH2:11]([O:13][C:14]([CH:16]([C:22](OCC)=[O:23])[C:17](OCC)=[O:18])=[O:15])[CH3:12]>>[CH2:11]([O:13][C:14]([C:16]1[C:17](=[O:18])[N:4]2[CH2:3][CH2:2][O:1][C:6]3[C:5]2=[C:10]([CH:9]=[CH:8][CH:7]=3)[C:22]=1[OH:23])=[O:15])[CH3:12]

Participants

3

Reactant 2

HCID 80471Triethyl methanetricarboxylateHCID 5850963,4-Dihydro-2H-1,4-benzoxazine

Product 1

HCID 54710203HCID 54710203, compound

Conditions

Temperature
200 °C

Procedure

A mixture of 3,4-dihydro-2H-1,4-benzoxazine (6 g) and tri(ethoxycarbonyl)methane (9.4 ml) was stirred at 150° C. for 1 hour and at 200° C. for 1 hour. The mixture was cooled and the solid was washed with ether to give pale brown crystals of 2,3-dihydro-6-ethoxycarbonyl-7-hydroxy-5-oxo-5H-pyrido[1,2,3-de]-1,4-benzoxazine (9.6 g).

Workup

  1. temperatureThe mixture was cooled
  2. washthe solid was washed with ether

Sources & evidence

ORD record
ord-be1e6526383f497fbcda4828885ab473
Source dataset
uspto-grants-1996_12
Patent number
US05583135

Reaction notes

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