1911
DOI: 10.1002/cber.191104403225
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Über die Bildung ysmmetrisch dialkylierter Harnstoffe durch Erhitzen der entsprechenden Carbaminate

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Cited by 18 publications
(12 citation statements)
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“…It is well known that ammonia, primary amines, or secondary amines ( A ) absorb CO 2 to transform into the corresponding carbamic acids ( B ), which easily react with the original amines to produce stable carbamic acid ammonium salts and ( C ) as shown in Figure 4 [15,16,17,18,19,20,21,22,23,24]. Therefore, it is reasonable to anticipate that the product 2′′ forms via an acid-base reaction between original amine 2 and an unstable carbamic acid ( 2′ ), which was obtained by the CO 2 absorption reaction with the nitrogen atom of 2 .…”
Section: Resultsmentioning
confidence: 99%
“…It is well known that ammonia, primary amines, or secondary amines ( A ) absorb CO 2 to transform into the corresponding carbamic acids ( B ), which easily react with the original amines to produce stable carbamic acid ammonium salts and ( C ) as shown in Figure 4 [15,16,17,18,19,20,21,22,23,24]. Therefore, it is reasonable to anticipate that the product 2′′ forms via an acid-base reaction between original amine 2 and an unstable carbamic acid ( 2′ ), which was obtained by the CO 2 absorption reaction with the nitrogen atom of 2 .…”
Section: Resultsmentioning
confidence: 99%
“…16,17 Subsequent addition of borane results in binding of the CO 2 fragment to B affording complexes of the general formula (C 3 H 2 (NR) 2 ) CO 2 BR 3 . Interestingly, Tamm and co-workers have shown that the carbene-borane adduct C 3 H 2 (N t Bu) 2 /B(C 6 H 3 (CF 3 ) 2 ) 3 (22) behaves as an FLP reacting with CO 2 to give (C 3 H 2 (N t Bu) 2 ) CO 2 B(C 6 H 3 (CF 3 ) 2 ) 3 (23). 18 In a similar fashion, the FLPs, C 3 R 2 (N t Bu) 2 /B(C 6 F 5 ) 3 (R ¼ H (24), Me ( 25)) afford synthetic routes to the analogous species (C 3 R 2 (N t Bu) 2 )CO 2 B(C 6 F 5 ) 3 (R ¼ H (26), Me ( 27)) (Scheme 5).…”
Section: Capture Of Comentioning
confidence: 99%
“…In a similar sense, primary and secondary amines are known to react with CO 2 to generate carbamates, [20][21][22] though PhCH 2 NMe 2 is unreactive with CO 2 . [23][24][25] However, the FLP derived from the adduct (PhCH 2 NMe 2 )B(C 6 F 5 ) 3 (28) reacts with CO 2 to give the FLP adduct PhCH 2 NMe 2 (CO 2 )B(C 6 F 5 ) 3 (29). 26 The resulting N-C and B-O bond lengths are 1.545(2) and 1.550 (2) Å, respectively, and 29 gives rise to an IR ñ(C]O) stretching band of 1822 cm À1 , markedly lower than the corresponding band for free CO 2 (2345 cm À1 ).…”
Section: Capture Of Comentioning
confidence: 99%
“…The interaction of phosgene and hydrazine hydrate in refluxing benzene afforded carbohydrazides as dihydrochloride [24]. Also, hydrazinolysis of carbazic acid [25] and cyanuric acid [26] gave carbohydrazides.…”
Section: Methods Of Preparationmentioning
confidence: 99%