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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 962431Generated: October 31, 2026

Water → 2-(2,6-difluorophenyl)-4-(2-bromophenyl)-5,6-dihydro-4H-1,3-oxazine

https://huagongshe.com/reaction/962431

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
ReactantHCID 19085382HCID 19085382—
SolventDimethylformamideHCID 6228—
Product2-(2,6-difluorophenyl)-4-(2-bromophenyl)-5,6-dihydro-4H-1,3-oxazineHCID 1908538181.7%

Reaction Steps

To a solution of 10.0 g of N-[1-(2-bromophenyl)-3-chloropropyl]-2,6-difluorobenzamide in 60 ml of N,N-dimethylformamide at a temperature of from 5° C. to 10° C., was added portionwise 1.1 g of 60% dispersion in mineral oil of sodium hydride. The reaction mixture was stirred at room temperature for 2 hours. The reaction mixture was poured into iced water and extracted with ethyl acetate. The ethyl acetate solution was washed with water, dried over magnesium sulfate and concentrated under reduced pressure. The residue was subjected to silica gel chromatography to afford 7.4 g of 2-(2,6-difluorophenyl)-4-(2-bromophenyl)-5,6-dihydro-4H-1,3-oxazine. ND23.0 1.5750

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05760033
Source datasetuspto-grants-1998_06
ORD IDord-85ae056632fd4e5dbf8f15f523b1bee9
Source noteuspto-grants-1998_06