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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1898334Generated: October 26, 2026

Water → HCID 178497007, compound

https://huagongshe.com/reaction/1898334

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantCyanogen BromideHCID 10476—
ReactantMethyl 4,5-diamino-2,2-dimethyl-2,3-dihydro-1-benzofuran-7-carboxylateHCID 67503724—
SolventEthanolHCID 702—
ProductHCID 178497007HCID 17849700745.2%

Reaction Steps

To a solution of methyl 4,5-diamino-2,2-dimethyl-2,3-dihydro-1-benzofuran-7-carboxylate (Intermediate-1, 2.00 g, 8.47 mmol) in ethanol:water (50:4 mL) was added cyanogen bromide (1.07 g, 10.16 mmol). The reaction mass was refluxed for 4-5 h. The reaction mass was quenched in water, neutralised with sodium bicarbonate and extracted with solution of (10%) DCM: methanol. The organic layer was dried over anhydrous sodium sulphate and concentrated to afford 1.0 g of the desired product. 1HNMR (DMSO-d6): δ 1.42 (s, 6H), 3.03 (s, 2H), 3.71 (s, 3H), 6.67 (bs, 2H), 7.33 (s, 1H), 10-11 (bs, 1H). MS [M+H]+: 237.03.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08519149B2
Source datasetuspto-grants-2013_08
ORD IDord-ded34e6e3ec645db9daa96b5f2afe03b
Source noteuspto-grants-2013_08