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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1415107Generated: October 25, 2026

Formaldehyde → 4,5,6,7-Tetrabromo-2-(hydroxymethyl)-1H-isoindole-1,3(2H)-dione

https://huagongshe.com/reaction/1415107

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormaldehydeHCID 712—
Reactant3,4,5,6-TetrabromophthalimideHCID 90490—
SolventEthanolHCID 702—
Product4,5,6,7-Tetrabromo-2-(hydroxymethyl)-1H-isoindole-1,3(2H)-dioneHCID 2171100287.6%

Reaction Conditions

Temperature85 °C

Reaction Steps

Tetrabromophthalimide (30 gm) was suspended in 100 ml of ethanol and 50 gm of 38 percent formaldehyde was added. Then the solution was stirred and heated for three hours at 85° C. Upon cooling, the product was filtered yielding 28 gm of a white solid having a melting point greater than 350° C. The infrared spectrum of the product showed the disappearance of the imide NH and the appearance of an OH absorption at 3450 cm-1. Analysis: Calculated for C9H3Br4NO3 ; Br, 64.8; hydroxyl number: 89.0; Found: Br, 63.28; hydroxyl number: 90.45.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04003862
Source datasetuspto-grants-1977_01
ORD IDord-d74422b938bb480aaab98cfd5e7e545a
Source noteuspto-grants-1977_01