Imidazolidine imides

Aziridines 308 react with diarylcarbodiimides in the presence of bis(benzonilrile) palladium dichloride to give imidazolidine imides 309 in 40-94 % yield. ... 

Keywords iV-acyl imidate, imidazolidine ketone aminal, microwave irradiation, 2,3-dihydro imidazol[ 1,2-c]pyrimidine... 

A mixture of 1.5 mmol of (V-acyl imidate 1 and 3.9 mmol of imidazolidine ke-tene aminals 2 was placed in a Pyrex glass. Then, the tube was introduced into a Synthewave 420 Prolabo microwave oven. Microwave irradiation was earned out with a suitable power for an appropriate time. The reaction temperature is monitored by a computer coupled with the microwave oven. After, the mixture was... 

H-IMIDAZO LE-2-CARBOXALDE-HYDE [10111-08-7], 72 Imidazolidine, 2-( 1,3-diphenyl-2-imid-azolidinylidene)-1,3-dip henyl-[2179-89-7], 50... 

The selective reduction of cyclic imidates (63) to the aldehyde oxidation level has been demonstrated by Shono et al. As shown in Scheme 19, the imidate is first alkylated on nitrogen and then reduced electrolytically in DMF in the presence of methanesulfonic acid. Unfortunately the scope of the method is unclear, as the main purpose of the work was to generate intermediate (64) in the presence of alkylating agents, leading to 2,2-disubstituted imidazolidines. Nonetheless, it was reported that decanal and dodecanal could be obtained in 82% and 70% yields, respectively. 

Reaction of indoloquinazoline and anthranilic acids, adsorbed on graphite, led to 61 Reaction of aldehydes, 2-aminopyrimidine and alkyl isocyanide afforded 62. A route to 63 was described by reaction of A-acyl imidates with imidazolidine ketene aminals ... 

Table XVll.A-4 lists 321 componnds, of which 116 are pyrroles, seventy-nine are pyrrolidines, and twenty-eight are pyr-rolines. There are sixteen pyrazoles listed in Table XVII.A-4. Sixty-two imidazoles, ten imidazolidines, and three imidazolines have been identified in tobacco and tobacco smoke. Five componnds with a 1,2,4-triazole ring have been identified in tobacco. Two compounds with a 1,2,3-triazole ring (as benzotriazoles) have been identified in tobacco and tobacco smoke. The componnds in Table XVII.A-4 exhibit a great deal of fnnctionality. Although each contains a five-membered A-containing ring, some are alcohols, ketones, sugar-amines, acids, esters, and imides. Of the 321 compounds listed in Table XVII.A-4, 256 are found in tobacco smoke, 117 are found in tobacco, and 52 are present in both tobacco and tobacco smoke.

A route to 2,3-dihydro imidazo[l,2-c]pyrimidines was described by a reaction of A-acyl imidates 610 with imidazolidine ketene aminals 611 in a focused MW oven without a solvent to give 612 in good yields (60-92%) after 15 min. When X = CN, = Me, and = Et, two attacks were observed and the reaction gave a mixture of two regioisomers 612 (R = Me, R = Et, and R = Et, R = Me) in a ratio 3 1, respectively (Scheme 120). The attack on the carbonyl group was favored with respect to the attack on the imino group (96SC453). 

A better test for the potential of the variable connectivity descriptors in QSAR is to choose a more difficult case. So we will report on a regression of a set of imid-azolidines with respect to their hypotensive activity. Let us examine the hypotensive activities of 18 methyl and chloro derivatives of 2-(arylimino)imidazolidine. The compounds are illustrated schematically in Figure 6.6. 

N-Heterocyclic carbenes can also be prepared by a-elimination from imid-azolidines (see Scheme 1.5). Differently substituted imidazolidines or ben-zimidazolines were prepared by addition of alkali metal alkoxides to azolium salts or by condensation of suitable diamines with benzaldehydes bearing fluorinated aromatic rings. Some remarkable diaminocarbene precursors, such as l,3-dimethyltetrahydropyrimidin-2-ium chloride, were described by Bertrand and co-workers. ... 

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