Triethyl methanetricarboxylate → HCID 54710203, compound

HRID 1598541Notes

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

Reactant 2

HCID 80471Triethyl methanetricarboxylate

HCID 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

Workup

temperatureThe mixture was cooled
washthe solid was washed with ether

Sources & evidence

ORD record: ord-3835a83ea1254a8a833a23735ebe7d18
Source dataset: uspto-grants-1998_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05739130

Reaction notes

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