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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1873968Generated: November 2, 2026

Ammonium Chloride → HCID 178455474, compound

https://huagongshe.com/reaction/1873968

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
ReactantChlorosuccinimideHCID 31398—
ReactantPotassium tert-butoxideHCID 23665647—
ReactantHCID 59370713HCID 59370713—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
ProductHCID 178455474HCID 17845547458.2%

Reaction Conditions

Temperature0 °C

Reaction Steps

Under nitrogen atmosphere, 6-tert-butyldiphenylsilyloxyindazole (29.246 g) which can be prepared according to the method described in Reference example 36, etc. was dissolved in dehydrated THF (200 mL). After cooling to 0° C., potassium tert-butoxide (18.2190 g; manufactured by Kanto Chemical Co., Inc.) and N-chlorosuccinimide (17.0497 g; manufactured by Kanto Chemical Co., Inc.) were added and then stirred for four hours while increasing the temperature from 0° C. to room temperature. The reaction solution was added to a saturated aqueous solution of ammonium chloride and extraction was carried out twice with ethyl acetate. The organic layer was washed once with brine and dried over magnesium sulfate. After the solvent was evaporated under reduced pressure, the resulting residue was purified by column chromatography (“COLUMN-A”; n-hexane:ethyl acetate=88:12→67:33) to obtain the title compound (18.592 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08304443B2
Source datasetuspto-grants-2012_11
ORD IDord-b82e9bc6b7b8403c88c50dabd64c517e
Source noteuspto-grants-2012_11