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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 32798Generated: October 26, 2026

Ammonium Chloride → 6-Methyl-1,3-dioxaindan-5-amine

https://huagongshe.com/reaction/32798

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
Reactant5-Methyl-6-nitro-1,3-benzodioxoleHCID 4550461—
CatalystIronHCID 23925—
SolventMethanol--water (1/1)HCID 22242641—
Product6-Methyl-1,3-dioxaindan-5-amineHCID 1244534094.5%

Reaction Steps

A mixture of 5-methyl-6-nitro-benzo(1,3)dioxole (50 mg, 0.28 mmol), Fe (54 mg, 3.5 eq) and ammonium chloride (51.2 mg, 3.5 eq) in a 1:1 mixture of MeOH/H2O (2.8 mL) was subjected to microwave irradiation (60W, P=100 p.s.i.) at 80° C. for four 10 min periods. The brown solution was allowed to cool to r.t. and more Fe (3.5 eq) and ammonium chloride (3.5 eq) were added. The mixture was subjected to microwave irradiation (60W, P=100 p.s.i.) at 80° C. for an additional 10 min. Fe was filtered off and the solvent evaporated. The crude product was purified on an SCX cartridge (cHex/EtOAc 9:1) to give the title compound as a brown solid (40 mg, 93%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07427630B2
Source datasetuspto-grants-2008_09
ORD IDord-dc47ee82b9a8400b886e1229bfe8af8c
Source noteuspto-grants-2008_09