Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 972665Generated: October 25, 2026

Ethanol → Benzene, 1,3-dichloro-5-nitro-

https://huagongshe.com/reaction/972665

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantSulfuric AcidHCID 1118—
Reactant2,6-Dichloro-4-nitroanilineHCID 7430—
ReactantSodium NitriteHCID 23668193—
SolventWaterHCID 962—
ProductBenzene, 1,3-dichloro-5-nitro-HCID 1206484%

Reaction Steps

Amer. Chem. Soc., 72 (1950), 798, discloses that 2,6-dichloro-4-nitroaniline, ethanol and sodium nitrite can be reacted at the boil, in the absence of water and in the presence of concentrated sulfuric acid, to give 3,5-dichloronitrobenzene in a yield of 84%. A corresponding reaction to give the 3,5-dibromo derivative gives a yield of 91%. The process is unsatisfactory in respect of yield and purity of the end product and simple, reliable and economical operation, especially on an industrial scale.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04053527
Source datasetuspto-grants-1977_10
ORD IDord-64167b01dbd041b19e0a44155c074f12
Source noteuspto-grants-1977_10