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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 704459Generated: October 30, 2026

Formaldehyde → 5,6-Dihydroxy-N-methylisoindoline hydrobromide

https://huagongshe.com/reaction/704459

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormaldehydeHCID 712—
ReactantSodium FormateHCID 2723810—
Reactant2,3-dihydro-1H-isoindole-5,6-diol hydrobromideHCID 20074349—
SolventFormic AcidHCID 284—
Product5,6-Dihydroxy-N-methylisoindoline hydrobromideHCID 1409842272.3%

Reaction Conditions

Temperature80 °C

Reaction Steps

15.39 g (66 mmol) of 5,6-dihydroxyisoindoline hydrobromide and 4.48 g (66 mmol) of sodium formate were dissolved in 100 ml of a 50% formic acid aqueous solution, and then 5.17 ml (70 mmol) of 37% formalin was added thereto. The mixture was heated at 80° C. for 4 hours. Then, the reaction solvent was distilled off under reduced pressure, and 200 ml of 23% hydrobromic acid was added to the residue. The mixture was subjected to active carbon treatment. The filtrate was again evaporated under reduced pressure to dryness, and the crystalline residue was recrystallized from water to obtain 11.74 g (yield: 72.3%) of the above identified compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04987235
Source datasetuspto-grants-1991_01
ORD IDord-8103f4452ed944e8971517097f65c53b
Source noteuspto-grants-1991_01