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

Synthese und spektrale Charakterisierung von blauen Benzenazofarbstoffen

…, R Mayer, EA Jauer, H Modrow…

Index: Thiel, W.; Mayer, R.; Jauer, E.-A.; Modrow, H.; Dost, H. Journal fuer Praktische Chemie (Leipzig), 1986 , vol. 328, # 4 p. 497 - 514

Full Text: HTML

Citation Number: 24

Abstract

Abstract. 53 Donor-acceptor substituted azo dyes of the benzene series were prepared by diazonium-coupling reactions (la-8) or halogen-cyanide exchange ( i 2a--9, 3a-j). Described are the preparation of the amines 4 am and the coupling compounds 6a-t and the procednre of diazotizing and coupling.

Ethanoic anhydride Structure

Ethanoic anhydride

N1,N1-DIMETHYLBENZENE-1,3-DIAMINE Structure

N1,N1-DIMETHYLB...

~93%

N-(3-dimethylaminophenyl)acetamide Structure

N-(3-dimethylam...

Benzenamine,N,N-dimethyl-3-nitro- Structure

Benzenamine,N,N...

~%

N-(3-dimethylaminophenyl)acetamide Structure

N-(3-dimethylam...

Diethyl sulfate Structure

Diethyl sulfate

3-(1H-INDAZOL-1-YL)PROPAN-1-AMINE Structure

3-(1H-INDAZOL-1...

~%

N-[3-(diethylamino)phenyl]butyramide Structure

N-[3-(diethylam...

N-(3-nitrophenyl)butyramine Structure

N-(3-nitropheny...

~%

N-[3-(diethylamino)phenyl]butyramide Structure

N-[3-(diethylam...

Diethyl sulfate Structure

Diethyl sulfate

3'-Aminobenzanilide Structure

3'-Aminobenzanilide

~87%

N-(3-(DIETHYLAMINO)PHENYL)BENZAMIDE Structure

N-(3-(DIETHYLAM...

3'-nitrobenzanilide Structure

3'-nitrobenzanilide

~%

N-(3-(DIETHYLAMINO)PHENYL)BENZAMIDE Structure

N-(3-(DIETHYLAM...

2-Cyano-4-nitroaniline Structure

2-Cyano-4-nitro...

~%

2-Amino-3-bromo-5-nitrobenzonitrile Structure

2-Amino-3-bromo...

n-(2-cyano-4-nitrophenyl)acetamide Structure

n-(2-cyano-4-ni...

3'-Aminoacetanilide hydrochloride Structure

3'-Aminoacetani...

~%

N-[2-[(2-bromo-4,6-dinitrophenyl)azo]-5-(diethylamino)phenyl]acetamide Structure

N-[2-[(2-bromo-...

m-Phenylenediamine Structure

m-Phenylenediamine

~%

N-[2-[(2-bromo-4,6-dinitrophenyl)azo]-5-(diethylamino)phenyl]acetamide Structure

N-[2-[(2-bromo-...

3-Aminoacetanilide Structure

3-Aminoacetanilide

~%

N-[2-[(2-bromo-4,6-dinitrophenyl)azo]-5-(diethylamino)phenyl]acetamide Structure

N-[2-[(2-bromo-...

2,4-Dinitroaniline Structure

2,4-Dinitroaniline

~%

N-[2-[(2-bromo-4,6-dinitrophenyl)azo]-5-(diethylamino)phenyl]acetamide Structure

N-[2-[(2-bromo-...

3-(N,N-Diethylamino)acetanilide Structure

3-(N,N-Diethyla...

2-Bromo-4,6-dinitroaniline Structure

2-Bromo-4,6-din...

~%

N-[2-[(2-bromo-4,6-dinitrophenyl)azo]-5-(diethylamino)phenyl]acetamide Structure

N-[2-[(2-bromo-...

4-Acetylamino-2-(bis(2-hydroxyethyl)amino)anisole Structure

4-Acetylamino-2...

~%

2,2'-[[5-acetamido-4-[(2-bromo-4,6-dinitrophenyl)azo]-2-methoxyphenyl]imino]diethyl diacetate Structure

2,2'-[[5-acetam...

2,4-Dinitroaniline Structure

2,4-Dinitroaniline

~%

2,2'-[[5-acetamido-4-[(2-bromo-4,6-dinitrophenyl)azo]-2-methoxyphenyl]imino]diethyl diacetate Structure

2,2'-[[5-acetam...

3-(N,N-Diacetoxyethyl)amino-4-methoxyacetanilide Structure

3-(N,N-Diacetox...

2-Bromo-4,6-dinitroaniline Structure

2-Bromo-4,6-din...

~%

2,2'-[[5-acetamido-4-[(2-bromo-4,6-dinitrophenyl)azo]-2-methoxyphenyl]imino]diethyl diacetate Structure

2,2'-[[5-acetam...

2-amino-5-nitrobenzene-1,3-dicarbonitrile Structure

2-amino-5-nitro...

3-(N,N-Diethylamino)acetanilide Structure

3-(N,N-Diethyla...

~60%

N-[2-[(2,6-dicyano-4-nitrophenyl)azo]-5-(diethylamino)phenyl]acetamide Structure

N-[2-[(2,6-dicy...

Copper cyanide Structure

N-[2-[(2,6-dibromo-4-nitrophenyl)azo]-5-(diethylamino)phenyl]acetamide Structure

N-[2-[(2,6-dibr...

~%

N-[2-[(2,6-dicyano-4-nitrophenyl)azo]-5-(diethylamino)phenyl]acetamide Structure

N-[2-[(2,6-dicy...

3'-Aminoacetanilide hydrochloride Structure

3'-Aminoacetani...

~%

N-[2-[(2,6-dicyano-4-nitrophenyl)azo]-5-(diethylamino)phenyl]acetamide Structure

N-[2-[(2,6-dicy...

m-Phenylenediamine Structure

m-Phenylenediamine

~%

N-[2-[(2,6-dicyano-4-nitrophenyl)azo]-5-(diethylamino)phenyl]acetamide Structure

N-[2-[(2,6-dicy...

3-Aminoacetanilide Structure

3-Aminoacetanilide

~%

N-[2-[(2,6-dicyano-4-nitrophenyl)azo]-5-(diethylamino)phenyl]acetamide Structure

N-[2-[(2,6-dicy...

5-nitrobenzene-1,3-dicarbonyl chloride Structure

5-nitrobenzene-...

~%

N-[2-[(2,6-dicyano-4-nitrophenyl)azo]-5-(diethylamino)phenyl]acetamide Structure

N-[2-[(2,6-dicy...

5-Nitroisophthalic acid Structure

5-Nitroisophtha...

~%

N-[2-[(2,6-dicyano-4-nitrophenyl)azo]-5-(diethylamino)phenyl]acetamide Structure

N-[2-[(2,6-dicy...

1,3-Benzenedicarboxamide,5-nitro- Structure

1,3-Benzenedica...

~%

N-[2-[(2,6-dicyano-4-nitrophenyl)azo]-5-(diethylamino)phenyl]acetamide Structure

N-[2-[(2,6-dicy...

5-nitrobenzene-1,3-dicarbonitrile Structure

5-nitrobenzene-...

~%

N-[2-[(2,6-dicyano-4-nitrophenyl)azo]-5-(diethylamino)phenyl]acetamide Structure

N-[2-[(2,6-dicy...

3-(N,N-Diethylamino)acetanilide Structure

3-(N,N-Diethyla...

~%

N-[2-[(2,6-dicyano-4-nitrophenyl)azo]-5-(diethylamino)phenyl]acetamide Structure

N-[2-[(2,6-dicy...

1,3-Benzenedicarboxamide,5-nitro- Structure

1,3-Benzenedica...

~%

2-amino-5-nitrobenzene-1,3-dicarbonitrile Structure

2-amino-5-nitro...

N-(3-nitrophenyl)butyramine Structure

N-(3-nitropheny...

~%

3-(1H-INDAZOL-1-YL)PROPAN-1-AMINE Structure

3-(1H-INDAZOL-1...

Benzocaine Structure

~91%

ethyl 4-amino-3,5-dibromobenzoate Structure

ethyl 4-amino-3...

N-(3-Bis(2-hydroxyethylamino)phenyl)acetamide Structure

N-(3-Bis(2-hydr...

m-Phenylenediamine Structure

m-Phenylenediamine

~%

2,2'-[(3-Acetamidophenyl)imino]diethyl diacetate Structure

2,2'-[(3-Acetam...

Salicylic acid Structure

~93%

3,5-Dinitro-2-hydroxybenzoic acid Structure

3,5-Dinitro-2-h...

2-Cyano-4-nitroaniline Structure

2-Cyano-4-nitro...

~%

N-[2-[(2-bromo-6-cyano-4-nitrophenyl)azo]-5-(dipropylamino)phenyl]acetamide Structure

N-[2-[(2-bromo-...

3'-Aminoacetanilide hydrochloride Structure

3'-Aminoacetani...

~%

N-[2-[(2-bromo-6-cyano-4-nitrophenyl)azo]-5-(dipropylamino)phenyl]acetamide Structure

N-[2-[(2-bromo-...

m-Phenylenediamine Structure

m-Phenylenediamine

~%

N-[2-[(2-bromo-6-cyano-4-nitrophenyl)azo]-5-(dipropylamino)phenyl]acetamide Structure

N-[2-[(2-bromo-...

2-Amino-3-bromo-5-nitrobenzonitrile Structure

2-Amino-3-bromo...

N-[3-(dipropylamino)phenyl]acetamide Structure

N-[3-(dipropyla...

~%

N-[2-[(2-bromo-6-cyano-4-nitrophenyl)azo]-5-(dipropylamino)phenyl]acetamide Structure

N-[2-[(2-bromo-...

1-Bromopropane Structure

3'-Aminobenzanilide Structure

3'-Aminobenzanilide

~73%

N-[3-(dipropylamino)phenyl]benzamide Structure

N-[3-(dipropyla...

3'-nitrobenzanilide Structure

3'-nitrobenzanilide

~%

N-[3-(dipropylamino)phenyl]benzamide Structure

N-[3-(dipropyla...

Isophthalic acid Structure

Isophthalic acid

~73%

5-Nitroisophthalic acid Structure

5-Nitroisophtha...

3'-Aminoacetanilide hydrochloride Structure

3'-Aminoacetani...

~%

N-[2-[(2,6-dibromo-4-nitrophenyl)azo]-5-(diethylamino)phenyl]acetamide Structure

N-[2-[(2,6-dibr...

m-Phenylenediamine Structure

m-Phenylenediamine

~%

N-[2-[(2,6-dibromo-4-nitrophenyl)azo]-5-(diethylamino)phenyl]acetamide Structure

N-[2-[(2,6-dibr...

3-Aminoacetanilide Structure

3-Aminoacetanilide

~%

N-[2-[(2,6-dibromo-4-nitrophenyl)azo]-5-(diethylamino)phenyl]acetamide Structure

N-[2-[(2,6-dibr...

2,6-Dibromo-4-nitroaniline Structure

2,6-Dibromo-4-n...

3-(N,N-Diethylamino)acetanilide Structure

3-(N,N-Diethyla...

~%

N-[2-[(2,6-dibromo-4-nitrophenyl)azo]-5-(diethylamino)phenyl]acetamide Structure

N-[2-[(2,6-dibr...

1,3-Benzenedicarboxamide,5-nitro- Structure

1,3-Benzenedica...

~87%

5-nitrobenzene-1,3-dicarbonitrile Structure

5-nitrobenzene-...

5-Nitroisophthalic acid Structure

5-Nitroisophtha...

~%

5-nitrobenzene-1,3-dicarbonitrile Structure

5-nitrobenzene-...

5-nitrobenzene-1,3-dicarbonitrile Structure

5-nitrobenzene-...

~80%

2-amino-5-nitrobenzene-1,3-dicarbonitrile Structure

2-amino-5-nitro...

3'-Aminoacetanilide hydrochloride Structure

3'-Aminoacetani...

1-Bromopropane Structure

~75%

N-[3-(dipropylamino)phenyl]acetamide Structure

N-[3-(dipropyla...

m-Phenylenediamine Structure

m-Phenylenediamine

~%

N-[3-(dipropylamino)phenyl]acetamide Structure

N-[3-(dipropyla...