4.5- Dihydroxy-2-imidazolidinone

Heating 4,5-dihydroxy-2-imidazolidinone with urea under acidic conditions yields tetrahydroimidazo[4,5-d]imidazole-2,5-diones(glycolurils) [68] (Eq. 51). (See Table VIII.)... 

Glyoxal Resins. Since the late 1960s, glyoxal resins have dominated the textile-finish market for use as wrinkle-recovery, wash-and-wear, and durable-press agents. These resins are based on l,3-bis(hydroxymethyl)-4,5-dihydroxy-2-imidazolidinone, commonly called... 

Di (2-ethylhexyl) hexahydrophthalate Diethyl oxalate Diethyl phthalate Dihexyl phthalate Dihexyl sodium sulfosuccinate 4,5-Dihydroxy-2-imidazolidinone Diisobutyl ketone Diisobutyl phthalate Diisodecyl adipate Diisodecyl phthalate... 

Dihydroxy-2-imidazolidinone C3H6N2S Ethylene thiourea C3H6N6 Melamine... 

The condensation of glyoxal with substituted ureas gives substituted 4,5-dihydroxy-2-imidazolidinones [40]. The dimethylol derivative of 4,5-dihydroxy-2-imidazolidinone is readily prepared by the addition of formaldehyde at pH 4-8.0 [41]. The latter compound is widely used as a durable press agent for textiles [42]. 

The chemical name of this reagent is l,3-bis(hydroxymethyl)-4,5-dihydroxy-imidazolidinone-2 but it is usually called DMDHEU or the glyoxal reactant because it is prepared from glyoxal, urea, and formaldehyde. Other methylolamide agents that have been used for producing wrinkle resistance in cotton include the aforementioned urea formaldehyde, dimethylolurea, dimethylolethyleneurea, and formaldehyde adducts of melamines (triazines), acetylenediurea, propyleneurea, uron, triazones, and alkyl carbamates. Reactions between methylolamides and cellulose occur in the presence of acid (or Lewis acid) catalysts and are very fast at elevated temperatures—sufficiently so that they are adaptable to the requirements of rapid, commercial processing of cotton fabrics. 

Tetramethylimidazolidines 658 are oxidized to the corresponding nitronylnitroxides 659 (1%%, R = Ph), via a 1,3-dihydroxy intermediate (Scheme 159) <2001CEJ2007>. KMn04 effects C-H oxidation of the derivative 660 to give the imidazolidinone 661 <2004SC1617>. 

Dihydroxy-5,8-bis ((2-hydroxyethyl) amino)-9,10-anthracenedione 1,4-Dihydroxy-5,8-bis ((2-hydroxyethyl) amino) anthraquinone 5,8-Dihydroxy-1,4-bis ((2-hydroxyethyl) amino) anthraquinone. See Disperse blue 7 (4,5-Dihydroxy-1,3-bis (hydroxymethyl)-2-imidazolidinone. See Dimethyloldihydroxyethyleneurea... 

CAS 120-93-4 EINECS/ELINCS 204-436-4 Synonyms Dihydroxy-2(3)-imidazolone Ethyiene urea Ethylene urea hemihydrate 2-Imidazolidinone hemihydrate Imidazolidone 2-lmidazolidone 2-lmidazolidone hemihydrate Urea, 1,3-ethylene Empirical C3H6N2O Formula CH2CH2NHCONH Properties Wh. lumpy powd. or needles odorless very sol. in water and hot alcohol very si. sol. in ether m.w. 86.11 m.p. 131 C b.p. 192 C (16 mm) flash pt. 265 C... 

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