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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 43591Generated: October 28, 2026

Dimethylformamide → Methyl 4-[(7-amino-2,3-dihydro-4H-1,4-benzoxazin-4-yl)methyl]benzoate

https://huagongshe.com/reaction/43591

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantMethyl 4-[(7-nitro-2,3-dihydro-4H-1,4-benzoxazin-4-yl)methyl]benzoateHCID 67548570—
CatalystZincHCID 23994—
CatalystTrichloroiron;hexahydrateHCID 16211236—
SolventWaterHCID 962—
ProductMethyl 4-[(7-amino-2,3-dihydro-4H-1,4-benzoxazin-4-yl)methyl]benzoateHCID 2832086287.7%

Reaction Steps

The same operation as in Example (100b) was performed using methyl 4-[(7-nitro-2,3-dihydro-4H-1,4-benzoxazin-4-yl)methyl]benzoate obtained in Example (101a) (0.35 g, 1.07 mmol), zinc (0.7 g, 10.7 mmol), iron trichloride hexahydrate (0.12 g, 0.4 mmol), DMF (5 mL) and water (5 mL), to obtain 0.28 g of the crude title compound as a brown oily substance (88%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08536197B2
Source datasetuspto-grants-2013_09
ORD IDord-de25844bc9b849ed8e435b16766a4218
Source noteuspto-grants-2013_09