Triphosgene → 7-Fluoro-6-iodo-8-methoxy-5-methyl-1H-benzo[d][1,3]oxazine-2,4-dione

HRID 17290Notes

Reaction equation

HRID 17290 reaction equation
Cl[C:2](Cl)([O:4]C(=O)OC(Cl)(Cl)Cl)Cl.[NH2:13][C:14]1[C:22]([O:23][CH3:24])=[C:21]([F:25])[C:20]([I:26])=[C:19]([CH3:27])[C:15]=1[C:16]([OH:18])=[O:17]>O1CCCC1>[F:25][C:21]1[C:20]([I:26])=[C:19]([CH3:27])[C:15]2[C:16](=[O:18])[O:17][C:2](=[O:4])[NH:13][C:14]=2[C:22]=1[O:23][CH3:24]

Participants

4

Reactant 2

HCID 94429TriphosgeneHCID 860974132-Amino-4-fluoro-5-iodo-3-methoxy-6-methylbenzoic Acid

Product 1

HCID 866308067-Fluoro-6-iodo-8-methoxy-5-methyl-1H-benzo[d][1,3]oxazine-2,4-dione

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
40 °C

Procedure

Under nitrogen atmosphere, triphosgene (1.5 g, 5.04 mmol) was added to a tetrahydrofuran (200 ml) solution of 2-amino-4-fluoro-5-iodo-3-methoxy-6-methylbenzoic acid (I-30) (4.1 g, 12.6 mmol), followed by stirring at 40° C. for 16 hours.

Sources & evidence

ORD record
ord-fa59516c8dda4f03a76c6b0b9bb8bae4
Source dataset
uspto-grants-2010_06
Patent number
US07737166B2

Reaction notes

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