Isocyanatocarbonyl chloride → 8-(4-(trifluoromethyl)phenyl)-7,8-dihydropyrano[3,4-e][1,3]oxazine-2,4(3H,5H)-dione

HRID 475830Notes

Reaction equation

[F:1][C:2]([F:17])([F:16])[C:3]1[CH:8]=[CH:7][C:6]([CH:9]2[C:14](=[O:15])[CH2:13][CH2:12][O:11][CH2:10]2)=[CH:5][CH:4]=1.[C:18](Cl)([N:20]=[C:21]=[O:22])=[O:19]>>[F:17][C:2]([F:1])([F:16])[C:3]1[CH:4]=[CH:5][C:6]([CH:9]2[C:14]3[O:15][C:21](=[O:22])[NH:20][C:18](=[O:19])[C:13]=3[CH2:12][O:11][CH2:10]2)=[CH:7][CH:8]=1

Participants

Reactant 2

HCID 119708Isocyanatocarbonyl chloride

HCID 580753073-(4-(trifluoromethyl)phenyl)dihydro-2H-pyran-4(3H)-one

Product 1

HCID 580758398-(4-(trifluoromethyl)phenyl)-7,8-dihydropyrano[3,4-e][1,3]oxazine-2,4(3H,5H)-dione

Procedure

3-(4-(trifluoromethyl)phenyl)dihydro-2H-pyran-4(3H)-one (Intermediate Z(2)) was reacted as described in Intermediate X(3) with carbonisocyanatidic chloride to give 8-(4-(trifluoromethyl)phenyl)-7,8-dihydropyrano[3,4-e][1,3]oxazine-2,4(3H,5H)-dione (Intermediate Z(3)).

Sources & evidence

ORD record: ord-bb2d27acbdb74649892da9a8dc324236
Source dataset: uspto-grants-2014_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08637525B2

Reaction notes

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