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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 651014Generated: October 30, 2026

Sodium Bicarbonate → N-(2-Benzoyl-6-chloro-1H-indol-3-yl)urea

https://huagongshe.com/reaction/651014

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
ReactantSodium CyanateHCID 517096—
Reactant3-Amino-2-benzoyl-6-chloroindoleHCID 18367972—
SolventAcetic AcidHCID 176—
ProductN-(2-Benzoyl-6-chloro-1H-indol-3-yl)ureaHCID 981828615.2%

Reaction Conditions

Temperature90 °C

Reaction Steps

To a solution of 3-amino-2-benzoyl-6-chloroindole (step 1, 60 mg, 0.21 mmol) in acetic acid (10 ml) was added sodium cyanate (14 mg, 0.21 mmol) and the mixture was stirred for 1.5 h at 90° C. After cooling, the mixture was poured into a saturated sodium bicarbonate (50 ml) and extracted with ethyl acetate (40 ml×2), dried (MgSO4) and concentrated. The residual solids were purified by flash column chromatography eluting with hexane/ethyl acetate (1/1) to give 10 mg (15%) of the title compound as yellow solids.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06277878B1
Source datasetuspto-grants-2001_08
ORD IDord-f247e778d7da4b47b317de92f4946af1
Source noteuspto-grants-2001_08