Helvetica chimica acta

Pteridine. Teil LXXXII. Synthese und Reaktivität von Lumazin??7??sulfensäuren

A Heckel, W Pfleiderer

Index: Heckel, Armin; Pfleiderer, Wolfgang Helvetica Chimica Acta, 1986 , vol. 69, p. 1095 - 1106

Full Text: HTML

Citation Number: 15

Abstract

The chemical synthesis of the pteridine-7-sulfenic acids 1% 16 is described (Scheme I). The 1, 2, 3, 4-tetrahydro-1, 3, 6-trimethyl-2, 4-dioxopteridine-7-sulfnic acid (14) was isolated as a stable crystalline solid. Its chemical reactivity was investigated and the physical properties determined. In the solid state, the S-oxide form 14A predominates, but in protic solvents the S-OH tautomer 14 exists most likely. In basic medium, the pteridine-7-sulfenate species is ...

 Related Synthetic Route
1,3,6-trimethyl-7-propan-2-ylsulfanylpteridine-2,4-dione Structure

89334-02-1

1,3,6-trimethyl...

~79%

1,3,6-trimethyl-7-propan-2-ylsulfinylpteridine-2,4-dione Structure

89334-03-2

1,3,6-trimethyl...

7-chloro-1,3,6-trimethylpteridine-2,4(1H,3H)-dione Structure

107463-65-0

7-chloro-1,3,6-...

~%

1,3,6-trimethyl-7-propan-2-ylsulfinylpteridine-2,4-dione Structure

89334-03-2

1,3,6-trimethyl...

1,3,6-trimethyl-1H,8H-pteridine-2,4,7-trione Structure

2625-21-0

1,3,6-trimethyl...

~%

1,3,6-trimethyl-7-propan-2-ylsulfinylpteridine-2,4-dione Structure

89334-03-2

1,3,6-trimethyl...

7-Mercapto-1,3,6-trimethylpteridin-2,4(1H,3H)-dion Structure

107463-66-1

7-Mercapto-1,3,...

~%

1,3,6-trimethyl-7-propan-2-ylsulfinylpteridine-2,4-dione Structure

89334-03-2

1,3,6-trimethyl...

1,3,6-trimethyl-7-propan-2-ylsulfinylpteridine-2,4-dione Structure

89334-03-2

1,3,6-trimethyl...

~58%

7-hydroxysulfanyl-1,3,6-trimethylpteridine-2,4-dione Structure

89334-04-3

7-hydroxysulfan...

1,3,6-trimethyl-7-propan-2-ylsulfanylpteridine-2,4-dione Structure

89334-02-1

1,3,6-trimethyl...

~%

7-hydroxysulfanyl-1,3,6-trimethylpteridine-2,4-dione Structure

89334-04-3

7-hydroxysulfan...

7-chloro-1,3,6-trimethylpteridine-2,4(1H,3H)-dione Structure

107463-65-0

7-chloro-1,3,6-...

~%

7-hydroxysulfanyl-1,3,6-trimethylpteridine-2,4-dione Structure

89334-04-3

7-hydroxysulfan...

1,3,6-trimethyl-1H,8H-pteridine-2,4,7-trione Structure

2625-21-0

1,3,6-trimethyl...

~%

7-hydroxysulfanyl-1,3,6-trimethylpteridine-2,4-dione Structure

89334-04-3

7-hydroxysulfan...

7-Mercapto-1,3,6-trimethylpteridin-2,4(1H,3H)-dion Structure

107463-66-1

7-Mercapto-1,3,...

~%

7-hydroxysulfanyl-1,3,6-trimethylpteridine-2,4-dione Structure

89334-04-3

7-hydroxysulfan...

1,3,6-Trimethyl-7-([2-(p-nitrophenyl)ethyl]thio)pteridin-2,4(1H,3H)-dion Structure

107463-71-8

1,3,6-Trimethyl...

~%

7-hydroxysulfanyl-1,3,6-trimethylpteridine-2,4-dione Structure

89334-04-3

7-hydroxysulfan...

1,3,6-Trimethyl-7-([2-(p-nitrophenyl)ethyl]sulfinyl)pteridin-2,4(1H,3H)-dion Structure

107463-67-2

1,3,6-Trimethyl...

~%

7-hydroxysulfanyl-1,3,6-trimethylpteridine-2,4-dione Structure

89334-04-3

7-hydroxysulfan...

7-Mercapto-1,3,6-trimethylpteridin-2,4(1H,3H)-dion Structure

107463-66-1

7-Mercapto-1,3,...

~74%

1,3,6-trimethyl-7-[(1,3,6-trimethyl-2,4-dioxopteridin-7-yl)disulfanyl]pteridine-2,4-dione Structure

89334-06-5

1,3,6-trimethyl...

7-hydroxysulfanyl-1,3,6-trimethylpteridine-2,4-dione Structure

89334-04-3

7-hydroxysulfan...

~71%

1,3,6-trimethyl-7-[(1,3,6-trimethyl-2,4-dioxopteridin-7-yl)disulfanyl]pteridine-2,4-dione Structure

89334-06-5

1,3,6-trimethyl...

1,3,6-trimethyl-7-propan-2-ylsulfanylpteridine-2,4-dione Structure

89334-02-1

1,3,6-trimethyl...

~%

1,3,6-trimethyl-7-[(1,3,6-trimethyl-2,4-dioxopteridin-7-yl)disulfanyl]pteridine-2,4-dione Structure

89334-06-5

1,3,6-trimethyl...

1,3,6-trimethyl-7-propan-2-ylsulfinylpteridine-2,4-dione Structure

89334-03-2

1,3,6-trimethyl...

~%

1,3,6-trimethyl-7-[(1,3,6-trimethyl-2,4-dioxopteridin-7-yl)disulfanyl]pteridine-2,4-dione Structure

89334-06-5

1,3,6-trimethyl...

7-chloro-1,3,6-trimethylpteridine-2,4(1H,3H)-dione Structure

107463-65-0

7-chloro-1,3,6-...

~%

1,3,6-trimethyl-7-[(1,3,6-trimethyl-2,4-dioxopteridin-7-yl)disulfanyl]pteridine-2,4-dione Structure

89334-06-5

1,3,6-trimethyl...

1,3,6-trimethyl-1H,8H-pteridine-2,4,7-trione Structure

2625-21-0

1,3,6-trimethyl...

~%

1,3,6-trimethyl-7-[(1,3,6-trimethyl-2,4-dioxopteridin-7-yl)disulfanyl]pteridine-2,4-dione Structure

89334-06-5

1,3,6-trimethyl...

1,3,6-Trimethyl-7-([2-(p-nitrophenyl)ethyl]thio)pteridin-2,4(1H,3H)-dion Structure

107463-71-8

1,3,6-Trimethyl...

~%

1,3,6-trimethyl-7-[(1,3,6-trimethyl-2,4-dioxopteridin-7-yl)disulfanyl]pteridine-2,4-dione Structure

89334-06-5

1,3,6-trimethyl...

1,3,6-Trimethyl-7-([2-(p-nitrophenyl)ethyl]sulfinyl)pteridin-2,4(1H,3H)-dion Structure

107463-67-2

1,3,6-Trimethyl...

~%

1,3,6-trimethyl-7-[(1,3,6-trimethyl-2,4-dioxopteridin-7-yl)disulfanyl]pteridine-2,4-dione Structure

89334-06-5

1,3,6-trimethyl...

1,3,6-trimethyl-7-propan-2-ylsulfanylpteridine-2,4-dione Structure

89334-02-1

1,3,6-trimethyl...

~%

7-(ethyldisulfanyl)-1,3,6-trimethylpteridine-2,4-dione Structure

89334-07-6

7-(ethyldisulfa...

1,3,6-trimethyl-7-propan-2-ylsulfinylpteridine-2,4-dione Structure

89334-03-2

1,3,6-trimethyl...

~%

7-(ethyldisulfanyl)-1,3,6-trimethylpteridine-2,4-dione Structure

89334-07-6

7-(ethyldisulfa...

7-chloro-1,3,6-trimethylpteridine-2,4(1H,3H)-dione Structure

107463-65-0

7-chloro-1,3,6-...

~%

7-(ethyldisulfanyl)-1,3,6-trimethylpteridine-2,4-dione Structure

89334-07-6

7-(ethyldisulfa...

1,3,6-trimethyl-1H,8H-pteridine-2,4,7-trione Structure

2625-21-0

1,3,6-trimethyl...

~%

7-(ethyldisulfanyl)-1,3,6-trimethylpteridine-2,4-dione Structure

89334-07-6

7-(ethyldisulfa...

7-Mercapto-1,3,6-trimethylpteridin-2,4(1H,3H)-dion Structure

107463-66-1

7-Mercapto-1,3,...

Ethanethiol Structure

75-08-1

Ethanethiol

~33%

7-(ethyldisulfanyl)-1,3,6-trimethylpteridine-2,4-dione Structure

89334-07-6

7-(ethyldisulfa...

7-Mercapto-1,3,6-trimethylpteridin-2,4(1H,3H)-dion Structure

107463-66-1

7-Mercapto-1,3,...

~%

7-(ethyldisulfanyl)-1,3,6-trimethylpteridine-2,4-dione Structure

89334-07-6

7-(ethyldisulfa...

1,3,6-Trimethyl-7-([2-(p-nitrophenyl)ethyl]thio)pteridin-2,4(1H,3H)-dion Structure

107463-71-8

1,3,6-Trimethyl...

~%

7-(ethyldisulfanyl)-1,3,6-trimethylpteridine-2,4-dione Structure

89334-07-6

7-(ethyldisulfa...

1,3,6-Trimethyl-7-([2-(p-nitrophenyl)ethyl]sulfinyl)pteridin-2,4(1H,3H)-dion Structure

107463-67-2

1,3,6-Trimethyl...

~%

7-(ethyldisulfanyl)-1,3,6-trimethylpteridine-2,4-dione Structure

89334-07-6

7-(ethyldisulfa...

7-hydroxysulfanyl-1,3,6-trimethylpteridine-2,4-dione Structure

89334-04-3

7-hydroxysulfan...

~%

7-(ethyldisulfanyl)-1,3,6-trimethylpteridine-2,4-dione Structure

89334-07-6

7-(ethyldisulfa...

7-hydroxysulfanyl-1,3,6-trimethylpteridine-2,4-dione Structure

89334-04-3

7-hydroxysulfan...

Ethanethiol Structure

75-08-1

Ethanethiol

~12%

7-(ethyldisulfanyl)-1,3,6-trimethylpteridine-2,4-dione Structure

89334-07-6

7-(ethyldisulfa...

N/A Structure

91078-30-7

N/A

~62%

1-methyl-7-[(1-methyl-2,4-dioxopteridin-7-yl)disulfanyl]pteridine-2,4-dione Structure

89334-10-1

1-methyl-7-[(1-...

N/A Structure

2614-44-0

N/A

~%

1-methyl-7-[(1-methyl-2,4-dioxopteridin-7-yl)disulfanyl]pteridine-2,4-dione Structure

89334-10-1

1-methyl-7-[(1-...

N/A Structure

91078-28-3

N/A

~%

1-methyl-7-[(1-methyl-2,4-dioxopteridin-7-yl)disulfanyl]pteridine-2,4-dione Structure

89334-10-1

1-methyl-7-[(1-...

N/A Structure

91078-31-8

N/A

~50%

3-methyl-7-[(3-methyl-2,4-dioxo-1H-pteridin-7-yl)disulfanyl]-1H-pteridine-2,4-dione Structure

89334-11-2

3-methyl-7-[(3-...

3-Methyl-7-oxo-7,8-dihydrolumazin Structure

2622-65-3

3-Methyl-7-oxo-...

~%

3-methyl-7-[(3-methyl-2,4-dioxo-1H-pteridin-7-yl)disulfanyl]-1H-pteridine-2,4-dione Structure

89334-11-2

3-methyl-7-[(3-...

7-chloro-3-methylpteridine-2,4(1H,3H)-dione Structure

91078-29-4

7-chloro-3-meth...

~%

3-methyl-7-[(3-methyl-2,4-dioxo-1H-pteridin-7-yl)disulfanyl]-1H-pteridine-2,4-dione Structure

89334-11-2

3-methyl-7-[(3-...

2-Propanethiol Structure

75-33-2

2-Propanethiol

7-chloro-1,3,6-trimethylpteridine-2,4(1H,3H)-dione Structure

107463-65-0

7-chloro-1,3,6-...

~76%

1,3,6-trimethyl-7-propan-2-ylsulfanylpteridine-2,4-dione Structure

89334-02-1

1,3,6-trimethyl...

2-Iodopropane Structure

75-30-9

2-Iodopropane

7-Mercapto-1,3,6-trimethylpteridin-2,4(1H,3H)-dion Structure

107463-66-1

7-Mercapto-1,3,...

~21%

1,3,6-trimethyl-7-propan-2-ylsulfanylpteridine-2,4-dione Structure

89334-02-1

1,3,6-trimethyl...

1,3,6-trimethyl-1H,8H-pteridine-2,4,7-trione Structure

2625-21-0

1,3,6-trimethyl...

~%

1,3,6-trimethyl-7-propan-2-ylsulfanylpteridine-2,4-dione Structure

89334-02-1

1,3,6-trimethyl...

7-hydroxysulfanyl-1,3,6-trimethylpteridine-2,4-dione Structure

89334-04-3

7-hydroxysulfan...

~%

1,3,6-trimethyl-7-propan-2-ylsulfanylpteridine-2,4-dione Structure

89334-02-1

1,3,6-trimethyl...

1,3,6-trimethyl-7-propan-2-ylsulfinylpteridine-2,4-dione Structure

89334-03-2

1,3,6-trimethyl...

~%

1,3,6-trimethyl-7-propan-2-ylsulfanylpteridine-2,4-dione Structure

89334-02-1

1,3,6-trimethyl...

7-chloro-1,3,6-trimethylpteridine-2,4(1H,3H)-dione Structure

107463-65-0

7-chloro-1,3,6-...

~%

1,3,6-trimethyl-7-propan-2-ylsulfanylpteridine-2,4-dione Structure

89334-02-1

1,3,6-trimethyl...


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