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2,2'-Dithiosalicylic acid, also known as 2,2'-Dithiodibenzoic acid, is an organosulfur compound derived from dibenzothiophene metabolites. It is a brown powder that can be biodegraded into transient metabolites such as benzoic acid. As a sulfhydryl modifying reagent, it has the ability to cocrystallize with various compounds, forming organic salts and cocrystals.

119-80-2

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119-80-2 Usage

Uses

Used in Pharmaceutical Industry:
2,2'-Dithiosalicylic acid is used as a precursor in the preparation of a new class of anti-HIV-1 agents, playing a crucial role in the development of potential treatments for HIV-1 infections.
Used in Chemical Synthesis:
In the field of chemical synthesis, 2,2'-Dithiosalicylic acid is used for the preparation of novel anionic heptadecanuclear silver(I) cluster. This is achieved through a reaction with equivalent molar silver oxide under ultrasonic conditions at 50°C, showcasing its utility in creating complex chemical structures.
Used in Polymer Industry:
2,2'-Dithiosalicylic acid is also utilized in the preparation of polyamides containing a disulfide bond in their main chain. This application highlights its importance in the development of polymers with specific properties and potential uses in various industries.
Used in Crystallography:
As a compound that can cocrystallize with imidazole or 4-methylimidazole to form bis(imidazolium) 2,2'-dithiodibenzoate and 4-methylimidazolium 2-[(2-carboxyphenyl)disulfanyl]benzoate organic salts, respectively, 2,2'-Dithiosalicylic acid has applications in crystallography. Additionally, it forms a 1:2 cocrystal with isonicotinohydrazide from methanol solution, which is useful for studying crystal structures and properties.

Safety Profile

Poison by intraperitoneal route.When heated to decomposition it emits toxic vapors ofSOx.

Check Digit Verification of cas no

The CAS Registry Mumber 119-80-2 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,1 and 9 respectively; the second part has 2 digits, 8 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 119-80:
(5*1)+(4*1)+(3*9)+(2*8)+(1*0)=52
52 % 10 = 2
So 119-80-2 is a valid CAS Registry Number.

119-80-2 Well-known Company Product Price

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  • (Code)Product description
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  • Alfa Aesar

  • (L04213)  2,2'-Dithiosalicylic acid, 96%   

  • 119-80-2

  • 100g

  • 259.0CNY

  • Detail
  • Alfa Aesar

  • (L04213)  2,2'-Dithiosalicylic acid, 96%   

  • 119-80-2

  • 500g

  • 942.0CNY

  • Detail
  • USP

  • (1659001)  ThimerosalRelatedCompoundA  United States Pharmacopeia (USP) Reference Standard

  • 119-80-2

  • 1659001-50MG

  • 14,500.98CNY

  • Detail

119-80-2SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name 2,2-Dithiosalicylic Acid

1.2 Other means of identification

Product number -
Other names Dithiosalicylic Acid

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:119-80-2 SDS

119-80-2Synthetic route

Thiosalicylic acid
147-93-3

Thiosalicylic acid

2,2'-dithiobenzoic acid
119-80-2

2,2'-dithiobenzoic acid

Conditions
ConditionsYield
With xenon difluoride In dichloromethane at 25℃;99%
With 1-oxa-2-azaspiro[2.5]octane In toluene99%
With polyvinylpolypyrrolidonium tribromide In ethanol at 20℃; for 1.5h; Green chemistry;99%
2-Iodobenzoic acid
88-67-5

2-Iodobenzoic acid

2,2'-dithiobenzoic acid
119-80-2

2,2'-dithiobenzoic acid

Conditions
ConditionsYield
With nickel(II) chloride hexahydrate; morpholinium morpholine-1-carbodithioate; potassium hydroxide In water; ethylene glycol; N,N-dimethyl-formamide at 130℃;96%
With potassium sulfide; nickel(II) chloride hexahydrate; acetylacetone; potassium hydroxide In water; N,N-dimethyl-formamide at 110℃; for 24h;95%
2-bromobenzoic-acid
88-65-3

2-bromobenzoic-acid

2,2'-dithiobenzoic acid
119-80-2

2,2'-dithiobenzoic acid

Conditions
ConditionsYield
With indium(III) oxide; ammonia; water; sulfur In ethanol at 60℃; Green chemistry;82%
With copper(l) iodide; tetra(n-butyl)ammonium hydroxide; sulfur In water at 80℃; for 48h; Inert atmosphere; Sealed tube; chemoselective reaction;
Benzo[b]thiophene
95-15-8

Benzo[b]thiophene

2,2'-dithiobenzoic acid
119-80-2

2,2'-dithiobenzoic acid

Conditions
ConditionsYield
With ozone; acetic acid at 16.84℃;26.7%
dibenzothiophene
132-65-0

dibenzothiophene

2,2'-dithiobenzoic acid
119-80-2

2,2'-dithiobenzoic acid

Conditions
ConditionsYield
With ozone; acetic acid at 16.84℃;14%
2,2'-dithiodibenzoic acid dichloride
19602-82-5

2,2'-dithiodibenzoic acid dichloride

2,2'-dithiobenzoic acid
119-80-2

2,2'-dithiobenzoic acid

Conditions
ConditionsYield
bei laengerem Liegen an feuchter Luft;
benzo-[b]thiophene-2,3-dione
493-57-2

benzo-[b]thiophene-2,3-dione

A

1,2-benzisothiazole-3-carboxamide
16807-21-9

1,2-benzisothiazole-3-carboxamide

B

2,2'-dithiobenzoic acid
119-80-2

2,2'-dithiobenzoic acid

Conditions
ConditionsYield
With ammonium hydroxide; dihydrogen peroxide
3H-1,2-benzodithiol-3-one
1677-27-6

3H-1,2-benzodithiol-3-one

sodium ethanolate
141-52-6

sodium ethanolate

2,2'-dithiobenzoic acid
119-80-2

2,2'-dithiobenzoic acid

3H-1,2-benzodithiol-3-one
1677-27-6

3H-1,2-benzodithiol-3-one

2,2'-dithiobenzoic acid
119-80-2

2,2'-dithiobenzoic acid

Conditions
ConditionsYield
With sodium ethanolate
3H-1,2-benzodithiole-3-thione
3354-42-5

3H-1,2-benzodithiole-3-thione

furan-2,3,5(4H)-trione pyridine (1:1)

furan-2,3,5(4H)-trione pyridine (1:1)

2,2'-dithiobenzoic acid
119-80-2

2,2'-dithiobenzoic acid

3H-1,2-benzodithiole-3-thione
3354-42-5

3H-1,2-benzodithiole-3-thione

2,2'-dithiobenzoic acid
119-80-2

2,2'-dithiobenzoic acid

Conditions
ConditionsYield
With alkali
With ethanol; sodium
4-chloro-3,5-diiodo-pyridine
13993-58-3

4-chloro-3,5-diiodo-pyridine

ethanol
64-17-5

ethanol

sodium ethanolate
141-52-6

sodium ethanolate

Thiosalicylic acid
147-93-3

Thiosalicylic acid

A

4-hydroxy-3,5-diiodopyridine
7153-08-4

4-hydroxy-3,5-diiodopyridine

B

4-ethoxy-3,5-diiodopyridine

4-ethoxy-3,5-diiodopyridine

C

2,2'-dithiobenzoic acid
119-80-2

2,2'-dithiobenzoic acid

D

2-(3,5-diiodo-[4]pyridylmercapto)-benzoic acid

2-(3,5-diiodo-[4]pyridylmercapto)-benzoic acid

1-thioflavone
784-62-3

1-thioflavone

sodium ethanolate
141-52-6

sodium ethanolate

A

2,2'-dithiobenzoic acid
119-80-2

2,2'-dithiobenzoic acid

B

1-(2-mercaptophenyl)ethan-1-one
26824-02-2

1-(2-mercaptophenyl)ethan-1-one

C

Thiosalicylic acid
147-93-3

Thiosalicylic acid

D

acetophenone
98-86-2

acetophenone

o-Carboxybenzenediazonium
17333-86-7

o-Carboxybenzenediazonium

2,2'-dithiobenzoic acid
119-80-2

2,2'-dithiobenzoic acid

Conditions
ConditionsYield
With sodium disulfide
With sodium disulfide
1-methyl-4-nitrosobenzene
623-11-0

1-methyl-4-nitrosobenzene

2-[(2-oxo-2-phenylethyl)thio]-benzoic acid
25803-71-8

2-[(2-oxo-2-phenylethyl)thio]-benzoic acid

2,2'-dithiobenzoic acid
119-80-2

2,2'-dithiobenzoic acid

o-(hydroxysulfinyl)benzoic acid
13165-80-5

o-(hydroxysulfinyl)benzoic acid

A

2-sulfobenzoic acid
632-25-7

2-sulfobenzoic acid

B

2,2'-dithiobenzoic acid
119-80-2

2,2'-dithiobenzoic acid

o-(hydroxysulfinyl)benzoic acid
13165-80-5

o-(hydroxysulfinyl)benzoic acid

2,2'-dithiobenzoic acid
119-80-2

2,2'-dithiobenzoic acid

Conditions
ConditionsYield
With hydrogenchloride; water; tin(ll) chloride
anthranilic acid
118-92-3

anthranilic acid

2,2'-dithiobenzoic acid
119-80-2

2,2'-dithiobenzoic acid

n-butyllithium
109-72-8, 29786-93-4

n-butyllithium

diethyl ether
60-29-7

diethyl ether

thiophenol
108-98-5

thiophenol

2,2'-dithiobenzoic acid
119-80-2

2,2'-dithiobenzoic acid

Conditions
ConditionsYield
anschliessendes Behandeln mit festem CO2;
(Z)-2-bromo-1,3-diphenylprop-2-en-1-one
32147-20-9

(Z)-2-bromo-1,3-diphenylprop-2-en-1-one

Thiosalicylic acid
147-93-3

Thiosalicylic acid

A

2,2'-dithiobenzoic acid
119-80-2

2,2'-dithiobenzoic acid

B

2-(1-benzoyl-2-phenyl-vinylmercapto)-benzoic acid

2-(1-benzoyl-2-phenyl-vinylmercapto)-benzoic acid

Conditions
ConditionsYield
With ethanol; sodium carbonate; acetone
Thiosalicylic acid
147-93-3

Thiosalicylic acid

Bromoacetaldehyde diethyl acetal
2032-35-1

Bromoacetaldehyde diethyl acetal

A

2,2'-dithiobenzoic acid
119-80-2

2,2'-dithiobenzoic acid

B

2-(2,2-diethoxy-ethylsulfanyl)-benzoic acid

2-(2,2-diethoxy-ethylsulfanyl)-benzoic acid

Conditions
ConditionsYield
With ethanol; sodium acetate
n-butyllithium
109-72-8, 29786-93-4

n-butyllithium

diethyl ether
60-29-7

diethyl ether

diphenyldisulfane
882-33-7

diphenyldisulfane

A

(n-butylthio)benzene
1126-80-3

(n-butylthio)benzene

B

2,2'-dithiobenzoic acid
119-80-2

2,2'-dithiobenzoic acid

Conditions
ConditionsYield
anschliessendes Behandeln mit festem CO2;
potassium thioacyanate
333-20-0

potassium thioacyanate

2-bromobenzoic-acid
88-65-3

2-bromobenzoic-acid

2,2'-dithiobenzoic acid
119-80-2

2,2'-dithiobenzoic acid

Conditions
ConditionsYield
With sodium hydroxide; copper
benzo[d]-1,3-oxathiin-4-one 1-oxide
36665-23-3

benzo[d]-1,3-oxathiin-4-one 1-oxide

A

formaldehyd
50-00-0

formaldehyd

B

2,2'-dithiobenzoic acid
119-80-2

2,2'-dithiobenzoic acid

Conditions
ConditionsYield
In dimethylsulfoxide-d6 at 110℃; for 10h;
carbon dioxide
124-38-9

carbon dioxide

thiophenol
108-98-5

thiophenol

2,2'-dithiobenzoic acid
119-80-2

2,2'-dithiobenzoic acid

Conditions
ConditionsYield
With n-butyllithium 1.) hexane, r.t., overnight, 2.) r.t.; Yield given. Multistep reaction;
ortho-chlorobenzoic acid
118-91-2

ortho-chlorobenzoic acid

A

2,2'-dithiobenzoic acid
119-80-2

2,2'-dithiobenzoic acid

B

Thiosalicylic acid
147-93-3

Thiosalicylic acid

C

benzoic acid
65-85-0

benzoic acid

D

salicylic acid
69-72-7

salicylic acid

Conditions
ConditionsYield
With sulfur In melt at 270℃; Product distribution; effect of various molten salts, amount of sulfur, molar ratio of sulfur to molten salts, composition of molten salt and various mercaptylation agents;
carbon dioxide
124-38-9

carbon dioxide

Ethyl phenyl sulfide
622-38-8

Ethyl phenyl sulfide

Dipropyl disulfide
629-19-6

Dipropyl disulfide

2,2'-dithiobenzoic acid
119-80-2

2,2'-dithiobenzoic acid

Conditions
ConditionsYield
With hydrogenchloride; n-butyllithium Yield given. Multistep reaction;
hydrogenchloride
7647-01-0

hydrogenchloride

1,1-dioxo-2,3-dihydro-1λ6-benzo[e][1,2,3]thiadiazin-4-one-hydrazone
1012-97-1

1,1-dioxo-2,3-dihydro-1λ6-benzo[e][1,2,3]thiadiazin-4-one-hydrazone

2,2'-dithiobenzoic acid
119-80-2

2,2'-dithiobenzoic acid

3H-1,2-benzodithiole-3-thione
3354-42-5

3H-1,2-benzodithiole-3-thione

natrium carbonate

natrium carbonate

2,2'-dithiobenzoic acid
119-80-2

2,2'-dithiobenzoic acid

methanol
67-56-1

methanol

2,2'-dithiobenzoic acid
119-80-2

2,2'-dithiobenzoic acid

bis[2-(methoxycarbonyl)phenyl]disulfide
5459-63-2

bis[2-(methoxycarbonyl)phenyl]disulfide

Conditions
ConditionsYield
With triethylamine for 18h;100%
Stage #1: 2,2'-dithiobenzoic acid With thionyl chloride for 2h; Reflux;
Stage #2: methanol With triethylamine for 2h; Reflux;
92%
With sulfuric acid for 24h; Reflux;91%
4-Chlorophenoxyacetic acid
122-88-3

4-Chlorophenoxyacetic acid

2,2'-dithiobenzoic acid
119-80-2

2,2'-dithiobenzoic acid

(1-chloro-9-oxo-9H-thioxanthen-4-yloxy)-acetic acid

(1-chloro-9-oxo-9H-thioxanthen-4-yloxy)-acetic acid

Conditions
ConditionsYield
99.5%
With sulfuric acid at 10 - 40℃; for 4 - 5h;73.8%
With sulfuric acid at -5 - 50℃; for 58h;53.8%
With sulfuric acid at -5 - 50℃; for 58h;
With sulfuric acid at 20℃; for 2h;
2,2'-dithiobenzoic acid
119-80-2

2,2'-dithiobenzoic acid

4-chloro-phenol
106-48-9

4-chloro-phenol

1-chloro-4-hydroxy-9H-thioxanthen-9-one
59803-22-4

1-chloro-4-hydroxy-9H-thioxanthen-9-one

Conditions
ConditionsYield
With sulfuric acid at -5 - 70℃; for 21h;99%
Stage #1: 2,2'-dithiobenzoic acid With sulfuric acid In water for 0.5h;
Stage #2: 4-chloro-phenol In water at 40 - 100℃; for 5h;
77.9%
In sulfuric acid69.7%
2,2'-dithiobenzoic acid
119-80-2

2,2'-dithiobenzoic acid

2-chlorosulfenylbenzoyl chloride
3950-02-5

2-chlorosulfenylbenzoyl chloride

Conditions
ConditionsYield
With chlorine; sulfur In 1,1,2,2-tetrachloroethylene at 70℃; Temperature; Solvent;99%
Stage #1: 2,2'-dithiobenzoic acid With thionyl chloride; 1-methyl-pyrrolidin-2-one at 80℃; Heating / reflux;
Stage #2: With sulfuryl dichloride at 50℃; for 0.5h;
93%
With thionyl chloride; chlorine; N,N-dimethyl-formamide 1.) 1,2-dichloroethane, reflux, 1 h, 2.) 10 deg C, 20 min; Multistep reaction;
Isopropylbenzene
98-82-8

Isopropylbenzene

2,2'-dithiobenzoic acid
119-80-2

2,2'-dithiobenzoic acid

2-isopropyl-9H-thioxanthen-9-one
5495-84-1

2-isopropyl-9H-thioxanthen-9-one

Conditions
ConditionsYield
With sulfuric acid at 20℃; for 0.5h;99%
With methanesulfonic acid; zinc In chlorobenzene at 115℃;89.5%
2,2'-dithiobenzoic acid
119-80-2

2,2'-dithiobenzoic acid

2,2'-dithiodibenzoic acid dichloride
19602-82-5

2,2'-dithiodibenzoic acid dichloride

Conditions
ConditionsYield
With thionyl chloride In N,N-dimethyl-formamide; toluene at 82℃; for 20h;97%
With thionyl chloride In N,N-dimethyl-formamide for 4h; Reflux;95%
With thionyl chloride; N,N-dimethyl-formamide In toluene at 82℃; for 20h;91.3%
indole
120-72-9

indole

2,2'-dithiobenzoic acid
119-80-2

2,2'-dithiobenzoic acid

2-((1H-indol-3-yl)thio)benzoic acid
81471-22-9

2-((1H-indol-3-yl)thio)benzoic acid

Conditions
ConditionsYield
With sodium hydroxide In water; isopropyl alcohol at 130℃; for 48h; Reagent/catalyst; Solvent; Temperature; Green chemistry;95%
Stage #1: 2,2'-dithiobenzoic acid With ammonium peroxydisulfate In methanol at 70℃; for 3h;
Stage #2: indole In methanol at 20 - 70℃;
46%
2,2'-dithiobenzoic acid
119-80-2

2,2'-dithiobenzoic acid

3H-1,2-benzodithiole-3-thione
3354-42-5

3H-1,2-benzodithiole-3-thione

Conditions
ConditionsYield
With tetraphosphorus decasulfide In 1,4-dioxane for 48h; Inert atmosphere; Reflux;93%
With phosphorous (V) sulfide; xylene
With Lawessons reagent In benzene Heating; Yield given;
With tetraphosphorus decasulfide In pyridine for 1h; Heating;
With pyridine; tetraphosphorus decasulfide
2,2'-dithiobenzoic acid
119-80-2

2,2'-dithiobenzoic acid

C14H10O5S2

C14H10O5S2

Conditions
ConditionsYield
With dihydrogen peroxide In neat (no solvent) at 20℃; for 0.5h; Reagent/catalyst; chemoselective reaction;92%
With dihydrogen peroxide In neat (no solvent) at 20℃; for 0.5h; Reagent/catalyst; Green chemistry;92%
4-hydroxy[1]benzopyran-2-one
1076-38-6

4-hydroxy[1]benzopyran-2-one

2,2'-dithiobenzoic acid
119-80-2

2,2'-dithiobenzoic acid

3-(2-carboxyphenylthio)-4-hydroxy-coumarin

3-(2-carboxyphenylthio)-4-hydroxy-coumarin

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 90 - 95℃; for 5h; Substitution;91%
6-fluoro-1H-indole
399-51-9

6-fluoro-1H-indole

2,2'-dithiobenzoic acid
119-80-2

2,2'-dithiobenzoic acid

6-fluoro-3-[(2-carboxyphenyl)thio]-1H-indole

6-fluoro-3-[(2-carboxyphenyl)thio]-1H-indole

Conditions
ConditionsYield
With sodium hydroxide In water; isopropyl alcohol at 130℃; Green chemistry;91%
m-diethylbenzene
141-93-5

m-diethylbenzene

2,2'-dithiobenzoic acid
119-80-2

2,2'-dithiobenzoic acid

2,4‐diethyl‐9H‐thioxanthene‐9‐one
82799-44-8

2,4‐diethyl‐9H‐thioxanthene‐9‐one

Conditions
ConditionsYield
With sulfuric acid at 0 - 65℃; for 6h; Reagent/catalyst;90.2%
With aluminum oxide; iron; toluene-4-sulfonic acid at 130℃; Reagent/catalyst;89%
1-hydroxy-pyrrolidine-2,5-dione
6066-82-6

1-hydroxy-pyrrolidine-2,5-dione

2,2'-dithiobenzoic acid
119-80-2

2,2'-dithiobenzoic acid

N,N'-disuccinimidyl-2,2'-dithiosalicylate
497262-13-2

N,N'-disuccinimidyl-2,2'-dithiosalicylate

Conditions
ConditionsYield
With diisopropyl-carbodiimide In tetrahydrofuran; isopropyl alcohol at 20℃; for 4h;89%
With diisopropyl-carbodiimide In tetrahydrofuran; isopropyl alcohol at 25℃; for 4h;89%
With diisopropyl-carbodiimide In tetrahydrofuran; isopropyl alcohol at 25℃;
5-fluoro-1H-indole
399-52-0

5-fluoro-1H-indole

2,2'-dithiobenzoic acid
119-80-2

2,2'-dithiobenzoic acid

C15H10FNO2S

C15H10FNO2S

Conditions
ConditionsYield
With sodium hydroxide In water; isopropyl alcohol at 130℃; Green chemistry;89%
4-hydroxy-1-methyl-2(1H)-quinolone
1677-46-9

4-hydroxy-1-methyl-2(1H)-quinolone

2,2'-dithiobenzoic acid
119-80-2

2,2'-dithiobenzoic acid

3-(2-carboxyphenylthio)-4-hydroxy-1-methyl-2(1H)-quinolone

3-(2-carboxyphenylthio)-4-hydroxy-1-methyl-2(1H)-quinolone

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 90 - 95℃; for 5h; Substitution;87%
5-methoxylindole
1006-94-6

5-methoxylindole

2,2'-dithiobenzoic acid
119-80-2

2,2'-dithiobenzoic acid

5-methoxyl-3-[(2-carboxyphenyl)thio]-1H-indole

5-methoxyl-3-[(2-carboxyphenyl)thio]-1H-indole

Conditions
ConditionsYield
With sodium hydroxide In water; isopropyl alcohol at 130℃; Green chemistry;86%
2,2'-dithiobenzoic acid
119-80-2

2,2'-dithiobenzoic acid

Thiosalicylic acid
147-93-3

Thiosalicylic acid

Conditions
ConditionsYield
With hydrogenchloride; hydrogen iodide; hypophosphorous acid for 3h; Heating;85%
With hydrogenchloride; diphenylphosphinopolystyrene In tetrahydrofuran for 7h; Heating;73%
With tin; acetic acid weiteres Reagens: konz. Salzsaeure;
hexamethylenetetramine
100-97-0

hexamethylenetetramine

2,2'-dithiobenzoic acid
119-80-2

2,2'-dithiobenzoic acid

C14H10O4S2*C6H12N4

C14H10O4S2*C6H12N4

Conditions
ConditionsYield
In ethanol at 20℃; for 336000h;85%
7-fluoro-1H-indole
387-44-0

7-fluoro-1H-indole

2,2'-dithiobenzoic acid
119-80-2

2,2'-dithiobenzoic acid

C15H10FNO2S

C15H10FNO2S

Conditions
ConditionsYield
With sodium hydroxide In water; isopropyl alcohol at 130℃; Green chemistry;85%
1,10-Phenanthroline
66-71-7

1,10-Phenanthroline

copper(II) choride dihydrate

copper(II) choride dihydrate

2,2'-dithiobenzoic acid
119-80-2

2,2'-dithiobenzoic acid

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

A

diaqua(1,10-phenanthroline)copper(II) sulfate

diaqua(1,10-phenanthroline)copper(II) sulfate

B

[Cu(2,2'-thiodibenzoic acid)(1,10-phenanthroline)(H2O)]2*2H2O*2DMF

[Cu(2,2'-thiodibenzoic acid)(1,10-phenanthroline)(H2O)]2*2H2O*2DMF

Conditions
ConditionsYield
With sodium hydroxide In water at 20℃; pH=7.2;A 85%
B 15%
2,2'-dithiobenzoic acid
119-80-2

2,2'-dithiobenzoic acid

sulfanilamide
63-74-1

sulfanilamide

DIBA-1
171744-39-1

DIBA-1

Conditions
ConditionsYield
With dmap; benzotriazol-1-ol; dicyclohexyl-carbodiimide In dichloromethane; N,N-dimethyl-formamide at 20℃; for 3h;83%
4-fluoroindole
387-43-9

4-fluoroindole

2,2'-dithiobenzoic acid
119-80-2

2,2'-dithiobenzoic acid

C15H10FNO2S

C15H10FNO2S

Conditions
ConditionsYield
With sodium hydroxide In water; isopropyl alcohol at 130℃; Green chemistry;83%
2,2'-dithiobenzoic acid
119-80-2

2,2'-dithiobenzoic acid

A

2,2'-dithiodibenzoic acid dichloride
19602-82-5

2,2'-dithiodibenzoic acid dichloride

B

1-(2,4,6-trichlorophenyl)-3-(2-chloro-5-tetradecanamido)-4-{[2-(2,4-di-t-amylphenoxy)-butylcarbamoyl]-phenylthio}-5-pyrazolone

1-(2,4,6-trichlorophenyl)-3-(2-chloro-5-tetradecanamido)-4-{[2-(2,4-di-t-amylphenoxy)-butylcarbamoyl]-phenylthio}-5-pyrazolone

Conditions
ConditionsYield
With thionyl chloride In n-heptaneA 80%
B n/a
gadolinium(III) nitrate hexahydrate

gadolinium(III) nitrate hexahydrate

copper(II) chloride hexahydrate

copper(II) chloride hexahydrate

2,2'-dithiobenzoic acid
119-80-2

2,2'-dithiobenzoic acid

[Cu(II)3Gd(III)(μ3-OH)(μ3-SH)(sulfate)(water)3]n

[Cu(II)3Gd(III)(μ3-OH)(μ3-SH)(sulfate)(water)3]n

Conditions
ConditionsYield
With N(CH2CH3)3 In water High Pressure; heating mixt. of gadolinium compd., copper compd., benzoic acid deriv., deionized water and triethylamine at 170°C for 72 h; cooling to room temp. at rate of 5°C/h, isolation of crystals, washing deionized water, elem. anal.;80%
2,2'-dithiobenzoic acid
119-80-2

2,2'-dithiobenzoic acid

2-phenoxyacetic acid
122-59-8

2-phenoxyacetic acid

2-[(9-oxo-9H-thioxanthen-2-yl)oxy]-acetic acid
84434-05-9

2-[(9-oxo-9H-thioxanthen-2-yl)oxy]-acetic acid

Conditions
ConditionsYield
With sulfuric acid at 0 - 25℃; for 1h;76%
2,2'-dithiobenzoic acid
119-80-2

2,2'-dithiobenzoic acid

methyl 2-aminopropanoate monohydrochloride
13515-97-4

methyl 2-aminopropanoate monohydrochloride

2,2'-dithiodibenzoyl bis-alanine methyl ester

2,2'-dithiodibenzoyl bis-alanine methyl ester

Conditions
ConditionsYield
Stage #1: 2,2'-dithiobenzoic acid With 1,1'-carbonyldiimidazole In tetrahydrofuran; N,N-dimethyl-formamide at 20℃; for 0.666667h; Reflux;
Stage #2: methyl 2-aminopropanoate monohydrochloride With triethylamine In tetrahydrofuran; N,N-dimethyl-formamide at 20℃; for 48h;
76%
2,2'-dithiobenzoic acid
119-80-2

2,2'-dithiobenzoic acid

1,2-bis(2-(hydroxymethyl)phenyl)disulfane
35190-71-7

1,2-bis(2-(hydroxymethyl)phenyl)disulfane

Conditions
ConditionsYield
With borane-THF; boron trifluoride diethyl etherate In tetrahydrofuran at 20℃; for 18h;75%
With sodium bis(2-methoxyethoxy)aluminium dihydride In benzene

119-80-2Relevant academic research and scientific papers

Immobilization of Gd(III) complex on Fe3O4: A novel and recyclable catalyst for synthesis of tetrazole and S–S coupling

Nemati, Mohammad,Tamoradi, Taiebeh,Veisi, Hojat

, p. 75 - 84 (2019)

In the present work, a novel catalysts prepared by the anchoring of Gd(III) complex with OH groups on the surface of Fe3O4 in which characterized by FT-IR, TGA, XRD, EDX, VSM, and ICP-OES techniques and tested in the synthesis of tetrazoles and S–S coupling. This designed methods indicated several advantages including easily recovered from the reaction mixture by magnetic field, several consecutive cycles without noticeable change in its catalytic activity, the use of green solvent, the use of aspartic acid as green ligand, chemical and physical stability of obtained catalyst, short time reaction and good to excellent isolated yields of all product. Also, up to date, Gd(III) complex don't used for the synthesis of tetrazoles and S–S coupling.

Highly ordered mesoporous La(III)-substituted 5-oxopyrrolidine-2-carboxylic acid (Glp) immobilized on SBA-15 as a very efficient nanocatalyst for green aerobic oxidative coupling of thiols to disulfides

Molaei, Somayeh,Ghadermazi, Mohammad

, (2020)

Selective aerobic oxidative coupling of thiols that are catalyzed by La(III)-substituted 5-oxopyrrolidine-2-carboxylic acid (Glp) immobilized on SBA-15 (SBA-15@Glp–La; SBA = Santa Barbara amorphous) was studied. Using SBA-15@Glp–La, the complete conversio

Synthesis and characterization of indium and thallium immobilized on isonicotinamide-functionalized mesoporous MCM-41: Two novel and highly active heterogeneous catalysts for selective oxidation of sulfides and thiols to their corresponding sulfoxides and disulfides

Molaei, Somayeh,Ghadermazi, Mohammad

, (2019)

Two highly ordered isonicotinamide (INA)-functionalized mesoporous MCM-41 materials supporting indium and thallium (MCM-41-INA-In and MCM-41-INA-Tl) have been developed using a covalent grafting method. A surface functionalization method has been applied to prepare Cl-modified mesoporous MCM-41 material. Condensation of this Cl-functionalized MCM-41 with INA leads to the formation of MCM-41-INA. The reaction of MCM-41-INA with In(NO3)3 or Tl(NO3)3 leads to the formation of MCM-41-INA-In and MCM-41-INA-Tl catalysts. The resulting materials were characterized using various techniques. These MCM-41-INA-In and MCM-41-INA-Tl catalysts show excellent catalytic performance in the selective oxidation of sulfides and thiols to their corresponding sulfoxides and disulfides. Finally, it is found that the anchored indium and thallium do not leach out from the surface of the mesoporous catalysts during reaction and the catalysts can be reused for seven repeat reaction runs without considerable loss of catalytic performance.

N-unsubstituted sulfenamides by electrophilic amination of mercapto compounds

Andreae, Siegfried

, p. 152 - 158 (1997)

Potential mercapto compounds derived from electron deficient heterocycles as 2- and 4-thiouracils, pyridines and pyridine-1-oxide are animated by the oxaziridine 1 to new sulfenamides (6, 9, 11 and 15 or the isothiazolo-pyridine 14) which add to phenylisocyanates forming sulfenylureas (7, 10, 12 and 16). Several other mercapto compounds gave disulfides. Attempts of oxidation of the sulfenamides and the sulfenylureas were unsuccessful. The methylmercapto compound 19 after amination was hydrolyzed to the sulfoxide 20. Johann Ambrosius Barth 1997.

Multifunctional thioxanthone derivatives with acetylcholinesterase, monoamine oxidases and β-amyloid aggregation inhibitory activities as potential agents against Alzheimer's disease

Luo, Li,Li, Yan,Qiang, Xiaoming,Cao, Zhongcheng,Xu, Rui,Yang, Xia,Xiao, Ganyuan,Song, Qing,Tan, Zhenghuai,Deng, Yong

, p. 1997 - 2009 (2017)

A series of 1-hydroxyl-3-aminoalkoxy-thioxanthone derivatives were designed, synthesized and evaluated as potential multifunctional agents against Alzheimer's disease (AD). The results indicated that most of these compounds exhibited good AChE and MAOs inhibitory activities, significant inhibition of self- and Cu2+-induced Aβ1-42aggregation, and moderate to good antioxidant activities. Specifically, compound 9e displayed high inhibitory potency toward AChE (IC50= 0.59 ± 0.02 μM), MAO-A and MAO-B (IC50= 1.01 ± 0.02 μM and 0.90 ± 0.01 μM respectively), excellent efficiency to block both self- and Cu2+-induced Aβ1-42aggregation (74.8 ± 1.2% and 87.7 ± 1.9% at 25 μM, respectively), good metal-chelating property and a low toxicity in SH-SY5Y cells. Furthermore, kinetic and molecular modeling studies revealed that compound 9e binds simultaneously to the catalytic active site and peripheral anionic site of AChE, and could penetrate the BBB. Collectively, these results suggested that 9e might be a potential multifunctional agent for further development in the treatment of AD.

Fe3O4@MCM-41@Zn-Arg: as a novel, magnetically recoverable and ecofriendly nanocatalyst for the synthesis of disulfides, sulfoxides and 2,3-dihydroquinazolin?4(1H)?ones

Nikoorazm, Mohsen,Erfani, Zahra

, p. 642 - 655 (2020)

The direct supporting of Zn-arginine complex on magnetic core-shell nanostructures (Fe3O4@MCM-41@Zn-Arg) was reported as a novel, heterogeneous and excellent nanocatalyst, which applied for the oxidation reaction of sulfides to sulfoxides, oxidative coupling of thiols to their corresponding disulfides and the synthesis of 2,3-dihydroquinazolin-4(1H)-one derivatives under mild conditions. The structure of the catalyst was studied by X-Ray diffraction, Fourier transform-infrared spectroscopy, thermogravimetric analysis, scanning electron microscopy, atomic absorption spectroscopy, and vibrating sample magnetometry techniques. The simple experimental procedure, very good catalytic activity, low cost, and excellent recycling are the noteworthy features of the currently employed heterogeneous catalytic system.

Neodymium immobilized on Fe3O4: A new and recoverable catalyst for oxidation reactions and synthesis of 5‐substituted 1H-tetrazoles in green condition

Ghadermazi, Mohammad,Taherabadi, Samira,Tamoradi, Taiebeh

, p. 305 - 311 (2019)

Magnetic nanoparticle functionalized with neodymium complex as catalyst and characterized by SEM, XRD, FT-IR, TGA, EDX and ICP techniques. Then, catalytic activity of prepared catalyst was examined in the synthesis of tetrezoles and oxidation reactions in

Reactions of benzo and dibenzo derivatives of five-membered aromatic heterocycles with ozone in the liquid phase

Andreev

, p. 497 - 502 (2015)

The ozonation reactions of benzo and dibenzo derivatives of pyrrole, furan, and thiophene in acetic acid solution have been studied. Peroxide compounds have been detected as the products. The mechanism of ozone interaction with these hetarenes has been proposed. The kinetics of ozonolytic reactions of benzologues of five-membered aromatic heterocycles (hetarenes) have been investigated. The reaction of ozone with the hetarenes obeys the bimolecular rate law and has the first order in each reactant. The effective rate constants and experimental stoichiometric coefficients for ozone have been found.

Metal-free oxidative coupling of thiols to disulfides using guanidinium nitrate or nitro urea in the presence of silica sulfuric acid

Ghorbani-Choghamarani, Arash,Nikoorazm, Mohsen,Goudarziafshar, Hamid,Shokr, Alireza,Almasi, Hosein

, p. 453 - 457 (2011)

Efficient combination of nitro urea or guanidinium nitrate and silica sulfuric acid (SiO2OSO3H) as a new oxidizing system is able to oxidize a variety of aliphatic or aromatic thiols to the corresponding disulfides. The process reported here is operationally simple, environmentally benign and reactions have been mildly and heterogeneously performed in dichloromethane at room temperature. Indian Academy of Sciences.

Catalytic oxidation of thiol compounds by novel fuel cell-inspired co-porphyrin and co-imidazole catalysts

Goifman, Anatoly,Gun, Jenny,Gelman, Faina,Ekeltchik, Irina,Worch, Eckhard,Lev, Ovadia

, p. 17 - 26 (2006)

The catalytic performance of pyrolyzed carbon-supported cobalt-nitrogen donor (CoN4) catalysts for the oxidation of thiol compounds by dioxygen in aqueous solution was studied. This paper continues our previous line of research, which was inspired by the electrocatalytic reduction of oxygen on pyrolyzed carbon-supported cobalt-porphyrins and related tetra-coordinated nitrogen donor-transition metal complexes (MeN4, where Me stands for a transition metal atom). Both pyrolyzed carbon-supported Co-imidazole and Co-porphyrin exhibited fast catalytic oxidation of the different thiols. The rate of oxidation of different thiols on the pyrolyzed CoN4 catalysts was compared to the homogeneous rate of oxidation using 5,10,15,20-tetrakis(4- sulfonatophenyl)porphyrin Co(II) tetrasodium salt as catalyst. Based on the cobalt content, the heterogeneous catalysts always outperformed the homogeneous one, and at times even exhibited 4,100-fold better catalysis. The dependence of the catalytic rate of oxidation on the preparation temperature was investigated, showing an optimal catalysis at ~650 °C for the cobalt-imidazole catalyst. The decrease in catalytic performance after heat treatment at elevated temperature was attributed to the formation of cobalt metal acting as a generator of carbon nanotubes.

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