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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1521579Generated: October 30, 2026

Cyclohexanol → HCID 21543699, compound

https://huagongshe.com/reaction/1521579

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclohexanolHCID 7966—
ReactantHydrazinecarboxaldehydeHCID 12229—
Reactant6-Bromo-3,4-dihydroquinoline-2(1H)-thioneHCID 57370990—
SolventWaterHCID 962—
ProductHCID 21543699HCID 21543699—

Reaction Conditions

Temperature120 °C

Reaction Steps

A flask containing the title compound from Example 22, Step A (0.200 g, 0.826 mmol), formic hydrazide (0.099 g, 1.65 mmol) and cyclohexanol (6.00 ml, 0.826 mmol) was heated to 120° C. for 16 hours. The reaction was then cooled to room temperature, poured into water and extracted with ethyl acetate. The organic extracts were combined, washed with brine, dried over sodium sulfate, filtered and concentrated. Purification by flash chromatography on silica gel (0-15% methanol in ethyl acetate) provided the title compound: LCMS m/z 251.90 [M+2+H]+; 1H NMR (500 MHz, CD3OD) δ 9.12 (s, 1H), 7.63-7.54 (m, 3H), 3.19-3.16 (m, 2H), 3.11-3.08 (m, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09073929B2
Source datasetuspto-grants-2015_07
ORD IDord-6be06c346f4441fb80c58f88157a67a7
Source noteuspto-grants-2015_07