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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 240358Generated: October 25, 2026

Water → N-(benzo[d][1,3]dioxol-5-yl)benzene-1,2-diamine

https://huagongshe.com/reaction/240358

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantEthyl AcetateHCID 8857—
ReactantN-(2-nitrophenyl)benzo[d][1,3]dioxol-5-ylamineHCID 7922985—
CatalystIronHCID 23925—
SolventAcetic AcidHCID 176—
ProductN-(benzo[d][1,3]dioxol-5-yl)benzene-1,2-diamineHCID 12445399100.8%

Reaction Conditions

Temperature70 °C

Reaction Steps

13.6 g (244 mmol) of iron powder and 10.5 g (40 mmol) of N-(2-nitrophenyl)benzo[d][1,3]dioxol-5-ylamine were added to a solvent mixture of ethyl acetate (130 ml), water (65 mL) and acetic acid (15 mL), and the mixture was stirred for 1 hour at 70° C. The reaction solution was cooled to room temperature, and the waste was separated by filtration using a filter aid. The organic layer of the filtrate was batched off, washed with water, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to obtain 9.2 g (yield: 99%) of N-(benzo[d][1,3]dioxol-5-yl)benzene-1,2-diamine as white crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08648075B2
Source datasetuspto-grants-2014_02
ORD IDord-3dcdf96401424292ba6f3b0c12a2ef12
Source noteuspto-grants-2014_02