Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1856554Generated: October 30, 2026

Water → 4-(3-chloropropyl)-2H-1,4-benzoxazin-3(4H)-one

https://huagongshe.com/reaction/1856554

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant1-Bromo-3-chloropropaneHCID 8006—
ReactantSodium HydroxideHCID 14798—
Reactant2H-1,4-benzoxazin-3(4H)-oneHCID 72757—
CatalystBenzyl triethylammonium chlorideHCID 66133—
SolventTolueneHCID 1140—
Product4-(3-chloropropyl)-2H-1,4-benzoxazin-3(4H)-oneHCID 23345150—

Reaction Conditions

Temperature90 °C

Reaction Steps

To a stirred mixture of 9 parts of 2H-1,4-benzoxazin-3(4H)-one, 0.9 parts of N,N,N-triethylbenzenemethanaminium chloride, 9 parts of sodium hydroxide solution 50% and 24 parts of water are added 10.4 parts of 1-bromo-3-chloropropane at 30° C. The whole is heated to 90° C. and stirring is continued for 3 hours at this temperature. The reaction mixture is cooled to about 70° C., methylbenzene is added and the whole is stirred overnight at room temperature. The organic phase is separated, dried, filtered and evaporated, yielding 10 parts of 4-(3-chloropropyl)-2H-1,4-benzoxazin-3(4H)-one as a residue.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04219559
Source datasetuspto-grants-1980_08
ORD IDord-3a21dc9e6b4c4840b8fc16f22fb415c1
Source noteuspto-grants-1980_08