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135-57-9 Usage

Uses

2,2''-Dithiobisbenzanilide has biological applications. It has been used as peptizing agent for rubber.

Safety Profile

An eye irritant. When heated todecomposition it emits toxic vapors of NOx and SOx.

Check Digit Verification of cas no

The CAS Registry Mumber 135-57-9 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,3 and 5 respectively; the second part has 2 digits, 5 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 135-57:
(5*1)+(4*3)+(3*5)+(2*5)+(1*7)=49
49 % 10 = 9
So 135-57-9 is a valid CAS Registry Number.

135-57-9 Well-known Company Product Price

  • Brand
  • (Code)Product description
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  • Alfa Aesar

  • (L12110)  Bis(2-benzamidophenyl) disulfide, 97%   

  • 135-57-9

  • 25g

  • 316.0CNY

  • Detail
  • Alfa Aesar

  • (L12110)  Bis(2-benzamidophenyl) disulfide, 97%   

  • 135-57-9

  • 100g

  • 1100.0CNY

  • Detail

135-57-9SDS

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'-Dithiobisbenzanilide

1.2 Other means of identification

Product number -
Other names 2,2'-dithio-bis-N,N'-phenylbenzamide

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Lubricants and lubricant additives,Processing aids, not otherwise listed,Viscosity adjustors
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:135-57-9 SDS

135-57-9Synthetic route

N-(2-mercaptophenyl)-benzamide
1020-40-2

N-(2-mercaptophenyl)-benzamide

bis(2-benzoylaminophenyl) disulfide
135-57-9

bis(2-benzoylaminophenyl) disulfide

Conditions
ConditionsYield
With 3,6-di(2'-pyridyl)-1,2,4,5-tetrazine In ethanol; water at 40℃; for 0.233333h; Temperature;98%
1,3-Benzothiazole
95-16-9

1,3-Benzothiazole

benzoyl chloride
98-88-4

benzoyl chloride

bis(2-benzoylaminophenyl) disulfide
135-57-9

bis(2-benzoylaminophenyl) disulfide

Conditions
ConditionsYield
Stage #1: 1,3-Benzothiazole With sodium hydroxide at 70 - 80℃; for 2.5h; Large scale;
Stage #2: With sodium hypochlorite In tetrachloromethane at 20 - 40℃; for 1h; Large scale;
Stage #3: benzoyl chloride In trichlorofluoromethane at 40 - 60℃; for 0.5h; Large scale;
97.5%
benzoyl chloride
98-88-4

benzoyl chloride

2-Aminophenyl disulfide
1141-88-4

2-Aminophenyl disulfide

bis(2-benzoylaminophenyl) disulfide
135-57-9

bis(2-benzoylaminophenyl) disulfide

Conditions
ConditionsYield
Stage #1: benzoyl chloride; 2-Aminophenyl disulfide In chloroform; isopropyl alcohol for 10h; Reflux; Large scale;
Stage #2: With triethylamine In chloroform; isopropyl alcohol at 20℃; for 5h; Large scale;
95.7%
With triethylamine In tetrahydrofuran at 20℃; Acylation;90%
at 100℃;
N-(2-mercaptophenyl)-benzamide
1020-40-2

N-(2-mercaptophenyl)-benzamide

A

2-Phenylbenzothiazole
883-93-2

2-Phenylbenzothiazole

B

bis(2-benzoylaminophenyl) disulfide
135-57-9

bis(2-benzoylaminophenyl) disulfide

Conditions
ConditionsYield
With copper(II) bis(trifluoromethanesulfonate) In dimethyl sulfoxide; 1,2-dichloro-ethane Mechanism;A 50%
B 38%
4'-Dimethylamino-2-benzamino-diphenylsulfid
102318-19-4

4'-Dimethylamino-2-benzamino-diphenylsulfid

bis(2-benzoylaminophenyl) disulfide
135-57-9

bis(2-benzoylaminophenyl) disulfide

Conditions
ConditionsYield
With bromine
2-amino-benzenethiol
137-07-5

2-amino-benzenethiol

benzoic acid
65-85-0

benzoic acid

A

N-(2-mercaptophenyl)-benzamide
1020-40-2

N-(2-mercaptophenyl)-benzamide

B

bis(2-benzoylaminophenyl) disulfide
135-57-9

bis(2-benzoylaminophenyl) disulfide

Conditions
ConditionsYield
Stage #1: 2-amino-benzenethiol With 4-methoxytrityl resin chloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃;
Stage #2: benzoic acid With diisopropyl-carbodiimide In N,N-dimethyl-formamide at 20℃; for 3h;
Stage #3: With triethylsilane; trifluoroacetic acid In dichloromethane Title compound not separated from byproducts;
bis(2-nitrophenyl)disulfide
1155-00-6

bis(2-nitrophenyl)disulfide

bis(2-benzoylaminophenyl) disulfide
135-57-9

bis(2-benzoylaminophenyl) disulfide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: hydrazine hydrate; alcohol
2: acetic acid ester
View Scheme
2-Chloronitrobenzene
88-73-3

2-Chloronitrobenzene

bis(2-benzoylaminophenyl) disulfide
135-57-9

bis(2-benzoylaminophenyl) disulfide

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: Na2S2
2: hydrazine hydrate; alcohol
3: acetic acid ester
View Scheme
zinc 2-aminobenzenethiolate
98370-54-8

zinc 2-aminobenzenethiolate

bis(2-benzoylaminophenyl) disulfide
135-57-9

bis(2-benzoylaminophenyl) disulfide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: air; diluted ammonia
2: 100 °C
View Scheme
aniline
62-53-3

aniline

bis(2-benzoylaminophenyl) disulfide
135-57-9

bis(2-benzoylaminophenyl) disulfide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sulfur
2: alkali
View Scheme
copper(l) cyanide

copper(l) cyanide

benzoyl chloride
98-88-4

benzoyl chloride

2-Aminophenyl disulfide
1141-88-4

2-Aminophenyl disulfide

A

N-(benzo[d]thiazol-2-yl)benzamide
5005-14-1

N-(benzo[d]thiazol-2-yl)benzamide

B

bis(2-benzoylaminophenyl) disulfide
135-57-9

bis(2-benzoylaminophenyl) disulfide

Conditions
ConditionsYield
With oxygen for 0.5h;
antipyrine
60-80-0

antipyrine

bis(2-benzoylaminophenyl) disulfide
135-57-9

bis(2-benzoylaminophenyl) disulfide

N-(2-((1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)thio)phenyl)benzamide

N-(2-((1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)thio)phenyl)benzamide

Conditions
ConditionsYield
With dipotassium peroxodisulfate; potassium iodide In acetonitrile at 60℃; for 16h;99%
With 1,4-diaza-bicyclo[2.2.2]octane; silver(I) acetate In methanol at 20℃; for 2h; Sealed tube;81%
1-methyl-1H-imidazole
616-47-7

1-methyl-1H-imidazole

bis(2-benzoylaminophenyl) disulfide
135-57-9

bis(2-benzoylaminophenyl) disulfide

N-(2-((1-methyl-1H-imidazol-2-yl)thio)phenyl)benzamide

N-(2-((1-methyl-1H-imidazol-2-yl)thio)phenyl)benzamide

Conditions
ConditionsYield
With iodine In dimethyl sulfoxide at 120℃; for 16h; Schlenk technique;99%
1-Butylimidazole
4316-42-1

1-Butylimidazole

bis(2-benzoylaminophenyl) disulfide
135-57-9

bis(2-benzoylaminophenyl) disulfide

N-(2-((1-butyl-1H-imidazol-2-yl)thio)phenyl)benzamide

N-(2-((1-butyl-1H-imidazol-2-yl)thio)phenyl)benzamide

Conditions
ConditionsYield
With iodine In dimethyl sulfoxide at 120℃; for 16h; Schlenk technique;99%
benzoyl chloride
98-88-4

benzoyl chloride

bis(2-benzoylaminophenyl) disulfide
135-57-9

bis(2-benzoylaminophenyl) disulfide

1-thiobenzoyloxy-2-(N-benzoylamino)benzene
1047-61-6

1-thiobenzoyloxy-2-(N-benzoylamino)benzene

Conditions
ConditionsYield
Stage #1: bis(2-benzoylaminophenyl) disulfide With sodium tetrahydroborate In ethanol at 0 - 20℃; for 0.5h;
Stage #2: benzoyl chloride With potassium carbonate In ethanol at 0 - 20℃; pH=9 - 10; Further stages.;
96%
indole
120-72-9

indole

bis(2-benzoylaminophenyl) disulfide
135-57-9

bis(2-benzoylaminophenyl) disulfide

N-(2-((1H-indol-3-yl)thio)phenyl)benzamide
1448801-48-6

N-(2-((1H-indol-3-yl)thio)phenyl)benzamide

Conditions
ConditionsYield
With potassium carbonate In dimethyl sulfoxide at 100℃; for 9h; Green chemistry;96%
bis(2-benzoylaminophenyl) disulfide
135-57-9

bis(2-benzoylaminophenyl) disulfide

2-Phenylbenzothiazole
883-93-2

2-Phenylbenzothiazole

Conditions
ConditionsYield
With tert.-butylhydroperoxide; copper(II) bis(trifluoromethanesulfonate) In dimethyl sulfoxide; 1,2-dichloro-ethane Mechanism;92%
With phosphorus trichloride In toluene at 100℃; Reagent/catalyst; Inert atmosphere;27%
With hydrogenchloride; tin
With sodium dithionite; acetone
dicarbonyldinitrosyliron

dicarbonyldinitrosyliron

triphenylphosphine
603-35-0

triphenylphosphine

bis(2-benzoylaminophenyl) disulfide
135-57-9

bis(2-benzoylaminophenyl) disulfide

bis(triphenylphosphine)dinitrosyliron

bis(triphenylphosphine)dinitrosyliron

Conditions
ConditionsYield
In tetrahydrofuran byproducts: bis(o-benzamidophenyl)disulfide; under N2; Fe(CO)2(NO)2 reacted with disulfide in THF; added to PPh3 at ambient temp.; stirred for 1 h; concd.; pptd. by addition of Et2O-hexane; filtered; solid dissolved in THF; crystd. by diffusion of hexane into THF soln. at -15°C; detd.by IR, UV-vis spectra;92%
dicarbonyldinitrosyliron

dicarbonyldinitrosyliron

bis(2-benzoylaminophenyl) disulfide
135-57-9

bis(2-benzoylaminophenyl) disulfide

[Fe(μ-SC6H4-o-NHC(O)Ph)(nitrosyl)2]2

[Fe(μ-SC6H4-o-NHC(O)Ph)(nitrosyl)2]2

Conditions
ConditionsYield
In tetrahydrofuran Fe complex reacted with (SC6H4-o-NHCOPh)2 in THF at ambient temp.;90%
In tetrahydrofuran under N2; THF soln. of Fe(CO)2(NO)2 added to THF soln. of disulfide at 0°C; stirred at ambient temp. overnight; filtered through Celite; pptd. by addition of hexane to filtrate;90%
dicarbonyldinitrosyliron

dicarbonyldinitrosyliron

sodium 3-(diphenylphosphanyl)benzenesulfonate
63995-75-5

sodium 3-(diphenylphosphanyl)benzenesulfonate

bis(2-benzoylaminophenyl) disulfide
135-57-9

bis(2-benzoylaminophenyl) disulfide

[Fe(NO)2(diphenylphosphinobenzene-3-sulfonic acid sodium salt)2]

[Fe(NO)2(diphenylphosphinobenzene-3-sulfonic acid sodium salt)2]

Conditions
ConditionsYield
In tetrahydrofuran (N2); treatment of iron compd. with disulfide deriv. in THF, addn. to phosphine deriv. at room temp., stirring for 1 h; concg., addn. of diethyl ether, filtration, elem. anal.;88%
N-(2-(pyridin-2-yl)propan-2-yl)benzamide

N-(2-(pyridin-2-yl)propan-2-yl)benzamide

bis(2-benzoylaminophenyl) disulfide
135-57-9

bis(2-benzoylaminophenyl) disulfide

C41H34N4O3S2

C41H34N4O3S2

Conditions
ConditionsYield
With benzoic acid; silver carbonate; nickel dichloride In 1,2-dichloro-ethane at 140℃; for 4h; Sealed tube;88%
silver(I) acetate
563-63-3

silver(I) acetate

bis(2-benzoylaminophenyl) disulfide
135-57-9

bis(2-benzoylaminophenyl) disulfide

cyclohexene
110-83-8

cyclohexene

2-((2-benzamidophenyl)thio)cyclohexyl acetate

2-((2-benzamidophenyl)thio)cyclohexyl acetate

Conditions
ConditionsYield
With acetic acid In 1,2-dichloro-ethane at 80℃; for 6h; Sealed tube;86%
5-nitro-N-(2-(pyridin-2-yl)propan-2-yl)thiophene-2-carboxamide

5-nitro-N-(2-(pyridin-2-yl)propan-2-yl)thiophene-2-carboxamide

bis(2-benzoylaminophenyl) disulfide
135-57-9

bis(2-benzoylaminophenyl) disulfide

3-((2-benzamidophenyl)thio)-5-nitro-N-(2-(pyridin-2-yl)propan-2-yl)thiophene-2-carboxamide

3-((2-benzamidophenyl)thio)-5-nitro-N-(2-(pyridin-2-yl)propan-2-yl)thiophene-2-carboxamide

Conditions
ConditionsYield
With copper diacetate; sodium carbonate In 1,4-dioxane at 130℃; for 12h;85%
methyllithium lithium bromide

methyllithium lithium bromide

bis(2-benzoylaminophenyl) disulfide
135-57-9

bis(2-benzoylaminophenyl) disulfide

N,N’-[methylenebis(sulfanediyl-2,1-phenylene)]dibenzamide

N,N’-[methylenebis(sulfanediyl-2,1-phenylene)]dibenzamide

Conditions
ConditionsYield
Stage #1: methyllithium lithium bromide; bis(2-benzoylaminophenyl) disulfide With chloro-trimethyl-silane; iodobromomethane In tetrahydrofuran; diethyl ether at -78℃; for 2h;
Stage #2: With ammonium chloride In tetrahydrofuran; diethyl ether; water chemoselective reaction;
84%
(Et4N)2(Fe4S4(SPh)4)

(Et4N)2(Fe4S4(SPh)4)

bis(2-benzoylaminophenyl) disulfide
135-57-9

bis(2-benzoylaminophenyl) disulfide

[(C2H5)4N]2[Fe4S4(2-(benzoylamino)benzenethiolate)4]

[(C2H5)4N]2[Fe4S4(2-(benzoylamino)benzenethiolate)4]

Conditions
ConditionsYield
In acetonitrile Ar atmosphere, stirring (room temperature, overnight); concn. (reduced pressure), washing (Et2O), recrystn. (CH3CN/Et2O), drying (vacuum); elem. anal.;81%
1-ethenyl-4-methylbenzene
622-97-9

1-ethenyl-4-methylbenzene

silver(I) acetate
563-63-3

silver(I) acetate

bis(2-benzoylaminophenyl) disulfide
135-57-9

bis(2-benzoylaminophenyl) disulfide

2-((2-benzamidophenyl)thio)-1-(p-tolyl)ethyl acetate

2-((2-benzamidophenyl)thio)-1-(p-tolyl)ethyl acetate

Conditions
ConditionsYield
With acetic acid In 1,2-dichloro-ethane at 80℃; for 6h; Sealed tube; regioselective reaction;80%
copper(l) cyanide

copper(l) cyanide

bis(2-benzoylaminophenyl) disulfide
135-57-9

bis(2-benzoylaminophenyl) disulfide

N-(benzo[d]thiazol-2-yl)benzamide
5005-14-1

N-(benzo[d]thiazol-2-yl)benzamide

Conditions
ConditionsYield
With N,N,N,N,-tetramethylethylenediamine; oxygen In acetonitrile at 60℃; for 3h;80%
2,5-difluorobenzoyl chloride
35730-09-7

2,5-difluorobenzoyl chloride

bis(2-benzoylaminophenyl) disulfide
135-57-9

bis(2-benzoylaminophenyl) disulfide

C40H24F4N2O4S2

C40H24F4N2O4S2

Conditions
ConditionsYield
With N,N,N,N,-tetramethylethylenediamine; copper(l) cyanide In acetonitrile at 60℃;80%
bis(2-benzoylaminophenyl) disulfide
135-57-9

bis(2-benzoylaminophenyl) disulfide

[1,4]naphthoquinone
130-15-4

[1,4]naphthoquinone

2-[2-benzamido(phenylthio)]-1,4-naphthoquinone

2-[2-benzamido(phenylthio)]-1,4-naphthoquinone

Conditions
ConditionsYield
With 1,3-bis-(diphenylphosphino)propane; H3N*C2H6O6S2; tetrabutylammonium tetrafluoroborate; silver(I) acetate In dimethyl sulfoxide at 20℃; for 48h;76%
1,3-dimethyluracil
874-14-6

1,3-dimethyluracil

bis(2-benzoylaminophenyl) disulfide
135-57-9

bis(2-benzoylaminophenyl) disulfide

N-{2-[(1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)-thio]phenyl}benzamide

N-{2-[(1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)-thio]phenyl}benzamide

Conditions
ConditionsYield
With dipotassium peroxodisulfate; iodine In acetonitrile at 60℃; regioselective reaction;76%
With dipotassium peroxodisulfate; copper(II) bis(trifluoromethanesulfonate) In acetonitrile at 60℃; regioselective reaction;60%
1-ethyl-1,4-dihydroquinolin-4-one
13720-89-3

1-ethyl-1,4-dihydroquinolin-4-one

bis(2-benzoylaminophenyl) disulfide
135-57-9

bis(2-benzoylaminophenyl) disulfide

N-(2-((1-ethyl-4-oxo-1,4-dihydroquinolin-3-yl)thio)phenyl)benzamide

N-(2-((1-ethyl-4-oxo-1,4-dihydroquinolin-3-yl)thio)phenyl)benzamide

Conditions
ConditionsYield
With dipotassium peroxodisulfate; iodine In acetonitrile at 80℃; regioselective reaction;76%
vinylcyclohexane
695-12-5

vinylcyclohexane

silver(I) acetate
563-63-3

silver(I) acetate

bis(2-benzoylaminophenyl) disulfide
135-57-9

bis(2-benzoylaminophenyl) disulfide

2-((2-benzamidophenyl)thio)-1-cyclohexylethyl acetate

2-((2-benzamidophenyl)thio)-1-cyclohexylethyl acetate

Conditions
ConditionsYield
With acetic acid In 1,2-dichloro-ethane at 80℃; for 6h; Sealed tube; regioselective reaction;75%
phenylacetylene
536-74-3

phenylacetylene

bis(2-benzoylaminophenyl) disulfide
135-57-9

bis(2-benzoylaminophenyl) disulfide

N-(2-((phenylethynyl)thio)phenyl)benzamide

N-(2-((phenylethynyl)thio)phenyl)benzamide

Conditions
ConditionsYield
With oxygen; potassium carbonate; copper(l) chloride In methanol; acetonitrile for 1.5h; Irradiation;75%
1-Ethyl-3-methyl-2-pyridone
77475-04-8

1-Ethyl-3-methyl-2-pyridone

bis(2-benzoylaminophenyl) disulfide
135-57-9

bis(2-benzoylaminophenyl) disulfide

N-(2-((1-ethyl-5-methyl-6-oxo-1,6-dihydropyridin-3-yl)thio)phenyl)benzamide

N-(2-((1-ethyl-5-methyl-6-oxo-1,6-dihydropyridin-3-yl)thio)phenyl)benzamide

Conditions
ConditionsYield
With dipotassium peroxodisulfate; lithium chloride In acetonitrile at 70℃; regioselective reaction;68%
tetrahydrofuran
109-99-9

tetrahydrofuran

[Ni(tert-butylthiolato)(N-2-(mercaptoethyl)picolinamide(-2H))][NEt4]
1162648-56-7

[Ni(tert-butylthiolato)(N-2-(mercaptoethyl)picolinamide(-2H))][NEt4]

water
7732-18-5

water

bis(2-benzoylaminophenyl) disulfide
135-57-9

bis(2-benzoylaminophenyl) disulfide

[Ni(o-benzoylaminobenzenethiolato)(N-2-(mercaptoethyl)picolinamide(-2H))][Et4N]*0.5H2O*0.5THF

[Ni(o-benzoylaminobenzenethiolato)(N-2-(mercaptoethyl)picolinamide(-2H))][Et4N]*0.5H2O*0.5THF

Conditions
ConditionsYield
In tetrahydrofuran; acetonitrile byproducts: (t-Bu)SS(t-Bu); (N2); using Schlenk techniques; mixing of (Et4N)(Ni(C5H4NCONCH2CH2S)(S(t-Bu))) and disulfide o-benzoylaminobenzene (0.5 mol-equiv.) in 1:1 MeCN/THF mixt. at room temp., stirring for 16 h; filtration, concn., stirring for 4 h in 1:1 THF/Et2O; elem. anal.;67%
sodium 4-methylbenzenesulfinate
824-79-3

sodium 4-methylbenzenesulfinate

bis(2-benzoylaminophenyl) disulfide
135-57-9

bis(2-benzoylaminophenyl) disulfide

S-(2-(benzamido)phenyl) 4-toluenethiosulfonate

S-(2-(benzamido)phenyl) 4-toluenethiosulfonate

Conditions
ConditionsYield
With iodine In dichloromethane at 20℃; for 24h; Inert atmosphere;64.6%
1-methyl-1H-imidazole
616-47-7

1-methyl-1H-imidazole

cadmium(II) nitrate tetrhydrate

cadmium(II) nitrate tetrhydrate

bis(2-benzoylaminophenyl) disulfide
135-57-9

bis(2-benzoylaminophenyl) disulfide

#

#

Conditions
ConditionsYield
With NaBH4 In tetrahydrofuran; ethanol addn. of NaBH4 to the disulfide in THF/EtOH, stirring (room temp., 1 h),addn. to ZnCl2 and 1-methylimidazole in THF, further stirring (1 h); evapn., addn. of toluene, stirring (ambient temp., overnight), filtration, removal of toluene (vac.), recrystn. (toluene/Et2O); elem. anal.;63%
1-methyl-1H-imidazole
616-47-7

1-methyl-1H-imidazole

bis(2-benzoylaminophenyl) disulfide
135-57-9

bis(2-benzoylaminophenyl) disulfide

zinc(II) chloride
7646-85-7

zinc(II) chloride

Zn(SC6H4NHCOC6H5)2(C4H6N2)2*0.5H2O

Zn(SC6H4NHCOC6H5)2(C4H6N2)2*0.5H2O

Conditions
ConditionsYield
With NaBH4 In tetrahydrofuran; ethanol addn. of NaBH4 to the disulfide in THF/EtOH, stirring (room temp., 1 h),addn. to ZnCl2 and 1-methylimidazole in THF, further stirring (1 h); evapn., addn. of toluene, stirring (ambient temp., overnight), filtration, removal of toluene (vac.), recrystn. (MeCN); elem. anal.;63%

135-57-9Relevant articles and documents

Preparation method of high-quality peptizer

-

Paragraph 0020-0027, (2021/01/28)

The invention discloses a preparation method of a high-quality peptizer DBD, which belongs to the technical field of chemical engineering. The method comprises the following steps: after benzothiazoleis subjected to a ring-opening reaction, adding a certain volume of an organic solvent for dissolution, then carrying out an oxidation reaction, and finally carrying out an acylation reaction to prepare the peptizer DBD. In the process provided by the invention, the production efficiency and quality of an intermediate diphenyl amino disulfide are improved, the oxidation reaction and acylation reaction are facilitated, and the yield and quality of the final peptizer DBD are improved; solid-liquid separation and other treatment on the intermediate diphenyl amino disulfide are not needed, the technological process is simple, and wastewater discharge is reduced; according to the method, the organic solvent is recycled, the COD content in the produced wastewater is low, the post-treatment wastewater cost is easy to reduce, and the whole method is high in environmental friendliness.

Copper-Catalyzed Arylation of Benzothiazoles with Toluene Derivatives: Synthesis of 2-Arylbenzothiazole

Li, Chengliang,Deng, Hongmei,Jin, Tao,Liu, Zhiqiang,Jiang, Ruolan,Li, Chunju,Jia, Xueshun,Li, Jian

, p. 4350 - 4356 (2017/09/12)

A copper-catalyzed reaction of benzothiazole and readily available toluene derivatives has been disclosed. This protocol is proposed to proceed through the oxidation of toluene and ring opening of benzothiazole, thus providing a new pathway for the synthesis of 2-arylbenzothiazoles..

Aerobic Copper-Mediated Domino Three-Component Approach to 2-Aminobenzothiazole Derivatives

Castanheiro, Thomas,Suffert, Jean,Gulea, Mihaela,Donnard, Morgan

, p. 2588 - 2591 (2016/06/15)

An unprecedented three-component reaction involving a 2,2′-diaminodiaryl disulfide, copper cyanide, and an electrophile is described. This transformation is based on an oxidative copper-mediated S-cyanation as a key step and involves a cyanation/cyclization/acylation domino sequence enabling a rapid and efficient synthesis of diversely substituted 2-aminobenzothiazole derivatives. Notably, this reaction proceeds via an original mechanism involving an intermolecular migration of the acyl group.

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