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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 46783Generated: October 29, 2026

Hydrochloric Acid → 2-(2',4'-Dichlorophenyl)-5,5-dimethyl-1,3-cyclohexanedione

https://huagongshe.com/reaction/46783

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant2-(2'-Chloro-4'-aminophenyl)-5,5-dimethyl-1,3-cyclohexanedioneHCID 12876596—
ReactantSodium NitriteHCID 23668193—
SolventWaterHCID 962—
Product2-(2',4'-Dichlorophenyl)-5,5-dimethyl-1,3-cyclohexanedioneHCID 12876620—

Reaction Conditions

Temperature10 °C

Reaction Steps

A suspension of 5.00 g (0.0188 mol) of 2-(2'-chloro-4'-aminophenyl)-5,5-dimethyl-1, 3-cyclohexanedione in 75 ml of water containing 4.0 ml of concentrated HCl was stirred and heated almost to boiling for 10 min., then cooled to 10° C. and an additional 7 ml of conc. HCl added and the solution cooled to 0°-5° C. A solution of 2.00 g (0.0282 mol) of sodium nitrite in 6.0 ml of water was added dropwise to the amine hydrochloride solution while maintaining the temperature at 0°-5° C. When all the NaNO2 solution had been added, the diazonium salt solution was stirred for 30 min. at 0° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04175135
Source datasetuspto-grants-1979_11
ORD IDord-018d4c7fab2549ea82c93b88660bde5a
Source noteuspto-grants-1979_11