e.g. Filippa Pettersson or Cancer Res. 75(6) , 1102-12, (2015) or 10.1002/anie.201600521

Chemistry of Pseudoureas1

SE Forman, CA Erickson…

Index: Forman,S.E. et al. Journal of Organic Chemistry, 1963 , vol. 28, p. 2653 - 2658

Full Text: HTML

Citation Number: 11

Abstract

Trisubstituted pseudoureas undergo a novel base-catalyzed transalkylation of the 0-alkyl group, but the reaction fails with di-and tetrasubstituted analogs. When both of the 3- tiubstituents of trisubstituted pseudoureas are secondary groups, the compounds do not transalkylate but are unstable in alkaline medium. Steric factors displace the equilibrium towards formation of the cyanamide. Disubstituted pseudoureas are likewise unstable in ...

N,N-dibutylmethanediimine Structure

N,N-dibutylmeth...

Cyclohexanol Structure

~%

Pseudourea,1,3-dibutyl-2-cyclohexyl- (7CI) Structure

Pseudourea,1,3-...

Cyanamide,bis(2-methyl-2-propenyl)- (9CI) Structure

Cyanamide,bis(2...

Methacryl alcohol Structure

Methacryl alcohol

~%

Pseudourea,2,3,3-tris(2-methylallyl)- (7CI) Structure

Pseudourea,2,3,...

2-Ethylhexanol Structure

Cyanamide,bis(2-methyl-2-propenyl)- (9CI) Structure

Cyanamide,bis(2...

~%

1-(2-ethylhexoxy)-N,N-bis(2-methylprop-2-enyl)methanimidamide Structure

1-(2-ethylhexox...

Cyanamide Structure

3-Chloro-2-methyl-1-propene Structure

3-Chloro-2-meth...

~%

Cyanamide,bis(2-methyl-2-propenyl)- (9CI) Structure

Cyanamide,bis(2...

Methanol Structure

Cyanamide,bis(2-methyl-2-propenyl)- (9CI) Structure

Cyanamide,bis(2...

~%

Pseudourea,2-methyl-3,3-bis(2-methylallyl)- (7CI) Structure

Pseudourea,2-me...

N-TERTIARY BUTYL-N''-PHENYLCARBODIIMIDE Structure

N-TERTIARY BUTY...

Butanol Structure

~%

butyl N'-butyl-N-phenylcarbamimidate Structure

butyl N'-butyl-...

chlorohexane Structure

Cyanamide Structure

~%

dihexylcyanamide Structure

dihexylcyanamide

2-Ethylhexanol Structure

phenylcyanamide Structure

phenylcyanamide

~%

1-(2-ethylhexoxy)-N-phenyl-methanimidamide Structure

1-(2-ethylhexox...

1-Chloroheptane Structure

1-Chloroheptane

Cyanamide Structure

~%

diheptylcyanamide Structure

diheptylcyanamide

[butyl-(2-methyl-2-nitro-propyl)amino]formonitrile Structure

[butyl-(2-methy...

Butanol Structure

~%

1-butoxy-N-butyl-N-(2-methyl-2-nitro-propyl)methanimidamide Structure

1-butoxy-N-buty...

Cyanamide,bis(2-methyl-2-propenyl)- (9CI) Structure

Cyanamide,bis(2...

(±)-2-Butanol Structure

~%

1-butan-2-yloxy-N,N-bis(2-methylprop-2-enyl)methanimidamide Structure

1-butan-2-yloxy...

Methanol Structure

Cyanamide,N,N-bis(phenylmethyl)- Structure

Cyanamide,N,N-b...

~%

N,N-dibenzyl-1-methoxy-methanimidamide Structure

N,N-dibenzyl-1-...

diallyl cyanamide Structure

diallyl cyanamide

Butanol Structure

~%

1-butoxy-N,N-diprop-2-enyl-methanimidamide Structure

1-butoxy-N,N-di...

Sodium cyanide Structure

Dicyclohexylamine Structure

Dicyclohexylamine

~%

dicyclohexylcyanamide Structure

dicyclohexylcya...

Cyanamide,N-butyl-N-phenyl- Structure

Cyanamide,N-but...

Butanol Structure

~%

1-butoxy-N-butyl-N-phenyl-methanimidamide Structure

1-butoxy-N-buty...

N,N-dibutylmethanediimine Structure

N,N-dibutylmeth...

Phenol Structure

~%

N,N-dibutyl-1-phenoxy-methanimidamide Structure

N,N-dibutyl-1-p...

Carbamimidic acid,N,N-dibutyl-, methyl ester Structure

Carbamimidic ac...

Cyclohexanol Structure

~%

N,N-dibutyl-1-cyclohexyloxy-methanimidamide Structure

N,N-dibutyl-1-c...

N,N-dibutylmethanediimine Structure

N,N-dibutylmeth...

Butanol Structure

~%

1-butoxy-N,N-dibutyl-methanimidamide Structure

1-butoxy-N,N-di...