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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1413174Generated: October 26, 2026

6,7-Dibromo-8-nitro-2,3-dihydrobenzo[b][1,4]dioxine-5-carboxylic acid → 8-Amino-2,3-dihydrobenzo[b][1,4]dioxine-5-carboxylic acid

https://huagongshe.com/reaction/1413174

Reaction equation

Participants

RoleNameHCIDCharge
Reactant6,7-Dibromo-8-nitro-2,3-dihydrobenzo[b][1,4]dioxine-5-carboxylic acidHCID 20544759—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
SolventWaterHCID 962—
Product8-Amino-2,3-dihydrobenzo[b][1,4]dioxine-5-carboxylic acidHCID 2119347083.7%

Reaction Conditions

Temperature50 °C

Reaction Steps

400 ml of water, 98.5 g of 6,7-dibromo-8-nitro-1,4-benzodioxane-5-carboxylic acid, 100 ml of soda and 10 g of Pd/c were introduced into an autoclave and then hydrogen under a pressure of 40 kg/cm2 was introduced while heating to 50° C. The mixture was filtered and then treated with 95 ml of hydrochloric acid. The precipitate was dried off, washed and dried. 42 g of 8-amino-1,4-benzodioxane-5-carboxylic acid were obtained (M.P.: 186° C.; yield 83.7%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04248885
Source datasetuspto-grants-1981_02
ORD IDord-0ba5cb6d35434a88a80f64308358b015
Source noteuspto-grants-1981_02