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

A new application of rhodanine as a green sulfur transferring agent for a clean functional group interconversion of amide to thioamide using reusable MCM-41 …

…, A Bhaumik, A Dutta, RJ Butcher, C Mukhopadhyay

Index: Ray, Suman; Bhaumik, Asim; Dutta, Arghya; Butcher, Ray J.; Mukhopadhyay, Chhanda Tetrahedron Letters, 2013 , vol. 54, # 17 p. 2164 - 2170

Full Text: HTML

Citation Number: 16

Abstract

A novel thionation protocol for amide compounds, with the system rhodanine/secondary amine has been discovered. Clean and efficient synthesis of a variety of thioamides can be achieved through this simple and convenient method using MCM-41 mesoporous silica as an acid catalyst. For this purpose we have synthesized MCM-41 silica and characterized by using an array of sophisticated analytical techniques like BET, HR TEM, EDX, XRD, 29Si ...

morpholine Structure

Rhodanine Structure

piperidin-1-yl(pyridin-4-yl)methanone Structure

piperidin-1-yl(...

~0%

(piperidin-1-yl)(pyridin-4-yl)methanethione Structure

(piperidin-1-yl...

Detail

morpholine Structure

Rhodanine Structure

Methanone,(4-nitrophenyl)-1-piperidinyl- Structure

Methanone,(4-ni...

~0%

(4-nitrophenyl)-piperidin-1-ylmethanethione Structure

(4-nitrophenyl)...

Detail

morpholine Structure

Rhodanine Structure

Ethanone,1-(4-morpholinyl)-2-phenyl- Structure

Ethanone,1-(4-m...

~0%

2-MORPHOLIN-4-YL-1,3-THIAZOL-4(5H)-ONE Structure

2-MORPHOLIN-4-Y...

Detail

morpholine Structure

Rhodanine Structure

morpholin-4-yl(pyridin-4-yl)methanone Structure

morpholin-4-yl(...

~0%

N-cyclohexylpyridine-4-carbothioamide Structure

N-cyclohexylpyr...

Detail

morpholine Structure

Rhodanine Structure

(4-Methylpiperazin-1-yl)(4-nitrophenyl)methanone Structure

(4-Methylpipera...

~0%

2-MORPHOLIN-4-YL-1,3-THIAZOL-4(5H)-ONE Structure

2-MORPHOLIN-4-Y...

Detail

morpholine Structure

N-Methylpyrrolidone Structure

N-Methylpyrrolidone

Rhodanine Structure

~0%

2-MORPHOLIN-4-YL-1,3-THIAZOL-4(5H)-ONE Structure

2-MORPHOLIN-4-Y...

Detail

morpholine Structure

PYRIDINE-2-CARBOXAMIDE Structure

PYRIDINE-2-CARB...

Rhodanine Structure

~0%

2-Pyridinecarbothioamide Structure

2-Pyridinecarbo...

Detail

morpholine Structure

Rhodanine Structure

4-Methoxybenzamide Structure

4-Methoxybenzamide

~0%

4-Methoxybenzenecarbothioamide Structure

4-Methoxybenzen...

Detail

morpholine Structure

Rhodanine Structure

Benzophenone Structure

~0%

2-MORPHOLIN-4-YL-1,3-THIAZOL-4(5H)-ONE Structure

2-MORPHOLIN-4-Y...

Detail

morpholine Structure

Rhodanine Structure

DMBP Structure

~0%

2-MORPHOLIN-4-YL-1,3-THIAZOL-4(5H)-ONE Structure

2-MORPHOLIN-4-Y...

Detail

morpholine Structure

Rhodanine Structure

1,3-Dimethylurea Structure

1,3-Dimethylurea

~0%

2-MORPHOLIN-4-YL-1,3-THIAZOL-4(5H)-ONE Structure

2-MORPHOLIN-4-Y...

Detail

morpholine Structure

Rhodanine Structure

1,3-Diphenylurea Structure

1,3-Diphenylurea

~0%

2-MORPHOLIN-4-YL-1,3-THIAZOL-4(5H)-ONE Structure

2-MORPHOLIN-4-Y...

Detail

morpholine Structure

Rhodanine Structure

Acetanilide Structure

~0%

2-MORPHOLIN-4-YL-1,3-THIAZOL-4(5H)-ONE Structure

2-MORPHOLIN-4-Y...

Detail

morpholine Structure

Rhodanine Structure

P-401 Structure

~0%

2-MORPHOLIN-4-YL-1,3-THIAZOL-4(5H)-ONE Structure

2-MORPHOLIN-4-Y...

Detail

morpholine Structure

Rhodanine Structure

Butanamide,N-cyclohexyl-3-methyl- Structure

Butanamide,N-cy...

~0%

2-MORPHOLIN-4-YL-1,3-THIAZOL-4(5H)-ONE Structure

2-MORPHOLIN-4-Y...

Detail

morpholine Structure

Rhodanine Structure

Benzamide Structure

~0%

2-MORPHOLIN-4-YL-1,3-THIAZOL-4(5H)-ONE Structure

2-MORPHOLIN-4-Y...

Detail

morpholine Structure

Rhodanine Structure

Acetanilide Structure

~70%

2-MORPHOLIN-4-YL-1,3-THIAZOL-4(5H)-ONE Structure

2-MORPHOLIN-4-Y...

Detail

morpholine Structure

PYRIDINE-2-CARBOXAMIDE Structure

PYRIDINE-2-CARB...

Rhodanine Structure

~80%

2-Pyridinecarbothioamide Structure

2-Pyridinecarbo...

Detail

morpholine Structure

N-Methylpyrrolidone Structure

N-Methylpyrrolidone

Rhodanine Structure

~74%

2-MORPHOLIN-4-YL-1,3-THIAZOL-4(5H)-ONE Structure

2-MORPHOLIN-4-Y...

Detail

morpholine Structure

Rhodanine Structure

Benzophenone Structure

~81%

2-MORPHOLIN-4-YL-1,3-THIAZOL-4(5H)-ONE Structure

2-MORPHOLIN-4-Y...

Detail

morpholine Structure

Rhodanine Structure

P-401 Structure

~74%

2-MORPHOLIN-4-YL-1,3-THIAZOL-4(5H)-ONE Structure

2-MORPHOLIN-4-Y...

Detail

morpholine Structure

Rhodanine Structure

Ethanone,1-(4-morpholinyl)-2-phenyl- Structure

Ethanone,1-(4-m...

~87%

2-MORPHOLIN-4-YL-1,3-THIAZOL-4(5H)-ONE Structure

2-MORPHOLIN-4-Y...

Detail

morpholine Structure

Rhodanine Structure

Methanone,(4-nitrophenyl)-1-piperidinyl- Structure

Methanone,(4-ni...

~87%

(4-nitrophenyl)-piperidin-1-ylmethanethione Structure

(4-nitrophenyl)...

Detail

morpholine Structure

Rhodanine Structure

1,3-Diphenylurea Structure

1,3-Diphenylurea

~63%

2-MORPHOLIN-4-YL-1,3-THIAZOL-4(5H)-ONE Structure

2-MORPHOLIN-4-Y...

Detail

morpholine Structure

Rhodanine Structure

Benzamide Structure

~90%

2-MORPHOLIN-4-YL-1,3-THIAZOL-4(5H)-ONE Structure

2-MORPHOLIN-4-Y...

Detail