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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1282963Generated: October 31, 2026

2-Chloroethanol → 2,2'-[(2-Chloro-5-nitro-1,4-phenylene)diazanediyl]di(ethan-1-ol)

https://huagongshe.com/reaction/1282963

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-ChloroethanolHCID 34—
ReactantSodium HydroxideHCID 14798—
ReactantHCID 22034693HCID 22034693—
SolventWaterHCID 962—
Product2,2'-[(2-Chloro-5-nitro-1,4-phenylene)diazanediyl]di(ethan-1-ol)HCID 22413082—

Reaction Conditions

Temperature130 °C

Reaction Steps

79.0 g (0.33 mole) of 1-beta-hydroxyethylamino-2-nitro-4-amino-5-chlorobenzene were dissolved in 150 ml methylglycol and 36 g (0.5 mole) ethylenechlorohydrin. 19.8 g of NaOH dissolved in 180 ml water were then added while stirring over a period of 3 hours at a bath temperature of 130°C. The final product was removed by suction after cooling and was recrystallized from water. Yield: 35 g 1,4-di-(beta-hydroxyethylamino)-2-nitro-5-chlorobenzene; m.p.: 127°-128°C. Analysis: C10H14N3O4Cl

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS03973900
Source datasetuspto-grants-1976_08
ORD IDord-218b4fd6cd4541ab9fb94879c1c432a3
Source noteuspto-grants-1976_08