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ChemicalBook CAS DataBase List DCU
116-52-9

DCU synthesis

5synthesis methods
Dichloralurea was commercially produced by condensing chloral (trichloroacetaldehyde) with urea under controlled acidic conditions. The process typically involved reacting chloral hydrate with urea in the presence of a catalyst or dehydrating agent, forming the bis-(trichloro-hydroxyethyl)urea structure. This synthesis required precise temperature control to avoid decomposition and was followed by purification steps such as recrystallisation to achieve technical-grade material.
13598-36-2 Synthesis
Phosphorous acid

13598-36-2
352 suppliers
$25.00/10 G

58695-41-3 Synthesis
N-Cyclohexylglycine

58695-41-3
11 suppliers
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Ethanamine, N-[(3,5-dichlorophenyl)methylene]-2,2-diethoxy-

1000210-73-0
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121-44-8 Synthesis
Triethylamine

121-44-8
898 suppliers
$9.00/5g

-

Yield:-

Reaction Conditions:

in tetrahydrofuran

Steps:

137.I I.
I. (S)-N-[2-[[Hydroxy(4-phenylbutyl)phosphinyl]oxy]-1-oxo-6-[[(phenylmethoxy)carbonyl]amino]hexyl]-N-cyclohexylglycine, phenylmethyl ester A mixture of Part G phosphonic acid (1.040 g, 2.18 mmole, 1.0 eq) and Part H amine·HCl (925 mg, 3.27 mmole, 1.5 eq) in dry THF (20 ml) and Et3 N (0.46 ml, 1.5 eq) was treated with excess N,N-dicyclohexylcarbonyldiimide (DCC) (1.155 g, 2.5 eq) and stirred for 6 hours at room temperature under argon. The suspension was diluted with EtOAc, precipitated DCU filtered off, the filtrate washed with 5% KHSO4, saturated NaHCO3 and brine, then dried over anhydrous Na2 SO4 and evaporated to an oil.

References:

E. R. Squibb & Sons, Inc. US4616005, 1986, A

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