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

THE DEARRANGEMENT. OF NITROBIURET AND ITS APPLICATION IN SYNTHESIS

TL Davis, KC Blanchard

Index: Davis; Blanchard Journal of the American Chemical Society, 1929 , vol. 51, p. 1804

Full Text: HTML

Citation Number: 10

Abstract

Summary Nitrourea dearranges into cyanic acid and nitroamide. It has been prepared from these two substances, and they have been prepared from it. The products from the decomposition of iiitrourea by heat are those which would be expected from the two possible modes of its dearrangement. Kitrous oxide and cyanic acid are produced quantitatively when nitrourea is heated with water.

N-Nitrocarbamide Structure

N-Nitrocarbamide

1,2-Ethanediamine Structure

1,2-Ethanediamine

~%

Urea,N,N''-1,2-ethanediylbis- Structure

Urea,N,N''-1,2-...

N-Nitrodicarbonimidic diamide Structure

N-Nitrodicarbon...

Dimethylamine Structure

~%

3-carbamoyl-1,1-dimethyl-urea Structure

3-carbamoyl-1,1...

Biuret Structure

N-Nitrodicarbonimidic diamide Structure

N-Nitrodicarbon...

~%

N'-{(3Z)-5-Bromo-1-[(4-methyl-1-piperazinyl)methyl]-2-oxo-1,2-dih ydro-3H-indol-3-ylidene}-2-(4-methoxyphenyl)acetohydrazide Structure

N'-{(3Z)-5-Brom...

N-Nitrodicarbonimidic diamide Structure

N-Nitrodicarbon...

n-butylamine Structure

~%

1-butyl-3-carbamoylurea Structure

1-butyl-3-carba...

N-Nitrocarbamide Structure

N-Nitrocarbamide

~%

3,4-dihydro-2H-quinoline-1-carboxamide Structure

3,4-dihydro-2H-...

N-Nitrodicarbonimidic diamide Structure

N-Nitrodicarbon...

Benzylamine Structure

~%

1-benzyl-3-carbamoylurea Structure

1-benzyl-3-carb...

N-Nitrodicarbonimidic diamide Structure

N-Nitrodicarbon...

Water Structure

Benzylamine Structure

~%

1-benzyl-3-carbamoylurea Structure

1-benzyl-3-carb...

N-Nitrocarbamide Structure

N-Nitrocarbamide

N-Methylaniline Structure

N-Methylaniline

~%

1-Methyl-1-phenylure Structure

1-Methyl-1-phenylure

N-Nitrodicarbonimidic diamide Structure

N-Nitrodicarbon...

Diethylamine Structure

~%

1,1-diethylbiuret Structure

1,1-diethylbiuret

N-Nitrocarbamide Structure

N-Nitrocarbamide

2-Amino-4-methylpentanoic acid Structure

2-Amino-4-methy...

~%

2-(carbamoylamino)-4-methylpentanoic acid Structure

2-(carbamoylami...

N-Nitrodicarbonimidic diamide Structure

N-Nitrodicarbon...

tert-Butanol Structure

~%

tert-Butyl carbamate Structure

tert-Butyl carbamate

Ethanol Structure

N-Nitrodicarbonimidic diamide Structure

N-Nitrodicarbon...

~%

Ethyl allophanate Structure

Ethyl allophanate

Urethane Structure

Hydrochloric acid Structure

Hydrochloric acid

Potassium cyanate Structure

Potassium cyanate

Ethanol Structure

~%

Ethyl allophanate Structure

Ethyl allophanate

Detail

Silver cyanate Structure

~%

N-Nitrocarbamide Structure

N-Nitrocarbamide

Hydrochloric acid Structure

Hydrochloric acid

Silver cyanate Structure

~%

N-Nitrocarbamide Structure

N-Nitrocarbamide

N-Nitrodicarbonimidic diamide Structure

N-Nitrodicarbon...

Structure

~%

Imidodicarbonicdiamide, N-phenyl- Structure

Imidodicarbonic...

Potassium cyanate Structure

Potassium cyanate

acetic acid Structure

Structure

~%

Imidodicarbonicdiamide, N-phenyl- Structure

Imidodicarbonic...

Propylamine Structure

N-Nitrodicarbonimidic diamide Structure

N-Nitrodicarbon...

~%

3-carbamoyl-1-propyl-urea Structure

3-carbamoyl-1-p...

N-Nitrodicarbonimidic diamide Structure

N-Nitrodicarbon...

acetic acid Structure

~%

1-amino-3-carbamoyl-urea Structure

1-amino-3-carba...

N-Nitrocarbamide Structure

N-Nitrocarbamide

~%

cyanic acid Structure

Potassium cyanate Structure

Potassium cyanate

Water Structure

~%

cyanic acid Structure

Urea Structure

N-Nitrocarbamide Structure

N-Nitrocarbamide

~%

Ammonia Structure

Urea Structure

Potassium cyanate Structure

Potassium cyanate

Water Structure

acetic acid Structure

Structure

~%

Detail

N-Nitrocarbamide Structure

N-Nitrocarbamide

Sodium 4-aminobenzenesulfonate Structure

Sodium 4-aminob...

~%

4-(carbamoylamino)benzenesulfonic acid Structure

4-(carbamoylami...

N-Nitrodicarbonimidic diamide Structure

N-Nitrodicarbon...

methylamine Structure

~%

3-carbamoyl-1-methyl-urea Structure

3-carbamoyl-1-m...

N-Nitrocarbamide Structure

N-Nitrocarbamide

4-Aminobenzoic acid Structure

4-Aminobenzoic acid

~%

p-Ureidobenzoic acid Structure

p-Ureidobenzoic acid

N-Nitrocarbamide Structure

N-Nitrocarbamide

Dipropylamine Structure

~%

1,1-dipropylurea Structure

1,1-dipropylurea

N/A Structure

N-Nitrocarbamide Structure

N-Nitrocarbamide

Dibutylamine Structure

~%

NNDIBUTYLUREA Structure

N-Nitrocarbamide Structure

N-Nitrocarbamide

Water Structure

Structure

~%

phenylurea Structure

Potassium cyanate Structure

Potassium cyanate

Water Structure

acetic acid Structure

Structure

~%

Detail

Ethylene-N, N'-bisbarbital, a Dimolecular Barbital with Hypn...

[Dox Journal of the American Chemical Society, 1933 , vol. 55, p. 1230]

Photochemical transformations. 14. Photochemical reactions o...

[Cristol,S.J. et al. Journal of Organic Chemistry, 1977 , vol. 42, p. 2378 - 2379]

Ueber mehratomige Harnstoffe

[Volhard Justus Liebigs Annalen der Chemie, 1861 , vol. 119, p. 349]