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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2051858Generated: November 3, 2026

3-Chloro-1,2-propanediol → N′-(2-Chloroethyl)-N-(2,3-dihydroxypropyl)-N-propylurea

https://huagongshe.com/reaction/2051858

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Chloro-1,2-propanediolHCID 7290—
ReactantPropylamineHCID 7852—
Reactant2-Chloroethyl isocyanateHCID 16035—
ReactantHCID 86736769HCID 86736769—
SolventMethanolHCID 887—
SolventTriethylamineHCID 8471—
ProductN′-(2-Chloroethyl)-N-(2,3-dihydroxypropyl)-N-propylureaHCID 5457359642.6%

Reaction Steps

A mixture of 3.3 g of 3-chloro-1,2-dihydroxy-n-propane and 8 g of n-propylamine is allowed to stand at room temperature for 5 days. The reaction mixture is condensed to dryness under reduced pressure, whereby 5.0 g of N-n-propyl-2,3-dihydroxy-n-propylamine hydrochloride are obtained as a crude product. 5.0 g of said crude product and 3 g of triethylamine are dissolved in 40 ml of methanol. 3.2 g of 2-chloroethyl isocyanate are added to the solution at 0° to 5° C. Then, the reaction mixture is treated in the same manner as described in Example 62-(1). 3.0 g of 1-(2-chloroethyl)-3-n-propyl-3-(2,3-dihydroxy-n-propyl)urea are obtained as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04182757
Source datasetuspto-grants-1980_01
ORD IDord-15cf632e75f04b50a616a8c4734b0513
Source noteuspto-grants-1980_01