Product Name

  • Name

    2-Mercaptobenzothiazole

  • EINECS 205-736-8
  • CAS No. 149-30-4
  • Article Data199
  • CAS DataBase
  • Density 1.46 g/cm3
  • Solubility water: <0.1 g/100 mL at 19 °C
  • Melting Point 177-181 °C(lit.)
  • Formula C7H5NS2
  • Boiling Point 305 °C at 760 mmHg
  • Molecular Weight 167.255
  • Flash Point 138.3 °C
  • Transport Information UN 3077 9/PG 3
  • Appearance beige or light yellow powder with a faint odour
  • Safety 24-37-60-61
  • Risk Codes 43-50/53
  • Molecular Structure Molecular Structure of 149-30-4 (2-Mercaptobenzothiazole)
  • Hazard Symbols IrritantXi,DangerousN
  • Synonyms Vulcanization accelerator M (MBT);Accelerator M;Royal MBT;Wobezit M;Sanceler M;2 (3H)-Benzothiazolethione;Ekagom G;MBT(M);Kaptaks;Nocceler M;AG 63;Nonflex NB;Vulkacit Mercapto/MG;Accel M;Mertax;2(3H)-Benzothiazolethione;2-Mercaptobenzothiazole;
  • PSA 79.93000
  • LogP 2.58500

Synthetic route

N-isopropyl-2-benzothiazolesulfenamide
10220-34-5

N-isopropyl-2-benzothiazolesulfenamide

Diethyl phosphonate
762-04-9, 123-22-8

Diethyl phosphonate

A

diethyl N-isopropylphosphoramidate
22685-19-4

diethyl N-isopropylphosphoramidate

B

2-Mercaptobenzothiazole
149-30-4

2-Mercaptobenzothiazole

Conditions
ConditionsYield
A 91%
B 100%
N-isopropyl-2-benzothiazolesulfenamide
10220-34-5

N-isopropyl-2-benzothiazolesulfenamide

diisopropyl phosphite
691-96-3

diisopropyl phosphite

A

diisopropyl N-isopropylphosphoramidate
74124-46-2

diisopropyl N-isopropylphosphoramidate

B

Thiophosphoric acid S-benzothiazol-2-yl ester O,O'-diisopropyl ester
75291-14-4

Thiophosphoric acid S-benzothiazol-2-yl ester O,O'-diisopropyl ester

C

2-Mercaptobenzothiazole
149-30-4

2-Mercaptobenzothiazole

Conditions
ConditionsYield
A 72%
B 17%
C 100%
N-piperidin-2-benzothiazole sulfenamide
26773-65-9

N-piperidin-2-benzothiazole sulfenamide

Diethyl phosphonate
762-04-9, 123-22-8

Diethyl phosphonate

A

O,O-diethyl piperidinophosphate diester
4972-36-5

O,O-diethyl piperidinophosphate diester

B

2-Mercaptobenzothiazole
149-30-4

2-Mercaptobenzothiazole

Conditions
ConditionsYield
A 93%
B 100%
N-piperidin-2-benzothiazole sulfenamide
26773-65-9

N-piperidin-2-benzothiazole sulfenamide

diisopropyl phosphite
691-96-3

diisopropyl phosphite

A

diisopropyl piperidinophosphonate
74124-51-9

diisopropyl piperidinophosphonate

B

2-Mercaptobenzothiazole
149-30-4

2-Mercaptobenzothiazole

Conditions
ConditionsYield
A 82%
B 100%
diisopropyl phosphite
691-96-3

diisopropyl phosphite

4-(benzothiazole-2-sulfenyl)-morpholine
102-77-2

4-(benzothiazole-2-sulfenyl)-morpholine

A

2-Mercaptobenzothiazole
149-30-4

2-Mercaptobenzothiazole

B

diisopropyl morpholinophosphonate
74124-50-8

diisopropyl morpholinophosphonate

Conditions
ConditionsYield
A 100%
B 96%
Diethyl phosphonate
762-04-9, 123-22-8

Diethyl phosphonate

N-(cyclohexyl)benzothiazole-2-sulfenamide
95-33-0

N-(cyclohexyl)benzothiazole-2-sulfenamide

A

diethyl cyclohexylphosphoramidate
32405-88-2

diethyl cyclohexylphosphoramidate

B

2-Mercaptobenzothiazole
149-30-4

2-Mercaptobenzothiazole

Conditions
ConditionsYield
A 83%
B 100%
diisopropyl phosphite
691-96-3

diisopropyl phosphite

N-(cyclohexyl)benzothiazole-2-sulfenamide
95-33-0

N-(cyclohexyl)benzothiazole-2-sulfenamide

A

diisopropyl N-cyclohexylphosphoramidate
54480-52-3

diisopropyl N-cyclohexylphosphoramidate

B

2-Mercaptobenzothiazole
149-30-4

2-Mercaptobenzothiazole

Conditions
ConditionsYield
A 87%
B 100%
methyl phosphite
96-36-6, 868-85-9

methyl phosphite

N-(phenylmethyl)-2-benzothiazolesulfenamide
26773-69-3

N-(phenylmethyl)-2-benzothiazolesulfenamide

A

(Benzylamido)phosphorsaeure-dimethylester
74124-44-0

(Benzylamido)phosphorsaeure-dimethylester

B

2-Mercaptobenzothiazole
149-30-4

2-Mercaptobenzothiazole

Conditions
ConditionsYield
A 82%
B 100%
Diethyl phosphonate
762-04-9, 123-22-8

Diethyl phosphonate

N-(phenylmethyl)-2-benzothiazolesulfenamide
26773-69-3

N-(phenylmethyl)-2-benzothiazolesulfenamide

A

diethyl N-benzylphosphoramidate
53640-96-3

diethyl N-benzylphosphoramidate

B

2-Mercaptobenzothiazole
149-30-4

2-Mercaptobenzothiazole

Conditions
ConditionsYield
A 80%
B 100%
diisopropyl phosphite
691-96-3

diisopropyl phosphite

N-(phenylmethyl)-2-benzothiazolesulfenamide
26773-69-3

N-(phenylmethyl)-2-benzothiazolesulfenamide

A

diisopropyl benzylphosphoramidate
59658-74-1

diisopropyl benzylphosphoramidate

B

2-Mercaptobenzothiazole
149-30-4

2-Mercaptobenzothiazole

Conditions
ConditionsYield
A 90%
B 100%
Diethyl phosphonate
762-04-9, 123-22-8

Diethyl phosphonate

N,N-diethylbenzo[d]thiazole-2-sulfenamide
2720-65-2

N,N-diethylbenzo[d]thiazole-2-sulfenamide

A

diethyl-amidophosphoric acid diethyl ester
3167-69-9

diethyl-amidophosphoric acid diethyl ester

B

2-Mercaptobenzothiazole
149-30-4

2-Mercaptobenzothiazole

Conditions
ConditionsYield
A 80%
B 100%
N-propyl-2-benzothiazolesulfenamide
66552-53-2

N-propyl-2-benzothiazolesulfenamide

Diethyl phosphonate
762-04-9, 123-22-8

Diethyl phosphonate

A

propyl-amidophosphoric acid diethyl ester
2672-32-4

propyl-amidophosphoric acid diethyl ester

B

2-Mercaptobenzothiazole
149-30-4

2-Mercaptobenzothiazole

Conditions
ConditionsYield
A 94%
B 99%
S-benzothiazol-2-yl-N,N-dibutyl-thiohydroxylamine
63451-39-8

S-benzothiazol-2-yl-N,N-dibutyl-thiohydroxylamine

Diethyl phosphonate
762-04-9, 123-22-8

Diethyl phosphonate

A

diethyl dibutylphosphoramidate
67828-17-5

diethyl dibutylphosphoramidate

B

2-Mercaptobenzothiazole
149-30-4

2-Mercaptobenzothiazole

Conditions
ConditionsYield
A 60%
B 98%
methyl phosphite
96-36-6, 868-85-9

methyl phosphite

4-(benzothiazole-2-sulfenyl)-morpholine
102-77-2

4-(benzothiazole-2-sulfenyl)-morpholine

A

N,N-oxydiethylene-O,O-dimethylphosphoramidate
597-25-1

N,N-oxydiethylene-O,O-dimethylphosphoramidate

B

2-Mercaptobenzothiazole
149-30-4

2-Mercaptobenzothiazole

Conditions
ConditionsYield
A 81%
B 98%
Diethyl phosphonate
762-04-9, 123-22-8

Diethyl phosphonate

4-(benzothiazole-2-sulfenyl)-morpholine
102-77-2

4-(benzothiazole-2-sulfenyl)-morpholine

A

Diethyl 4-morpholidophosphate
37097-43-1

Diethyl 4-morpholidophosphate

B

2-Mercaptobenzothiazole
149-30-4

2-Mercaptobenzothiazole

Conditions
ConditionsYield
A 98%
B 96%
potassium ethyl xanthogenate
140-89-6

potassium ethyl xanthogenate

2-bromoaniline
615-36-1

2-bromoaniline

2-Mercaptobenzothiazole
149-30-4

2-Mercaptobenzothiazole

Conditions
ConditionsYield
With iron(III) trifluoride; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl In N,N-dimethyl-formamide at 110℃; for 5h; Inert atmosphere; Sealed tube;98%
With copper(l) chloride In N,N-dimethyl-formamide at 110℃; for 6h; Inert atmosphere; Sealed tube;91.2%
1,3-Benzothiazole
95-16-9

1,3-Benzothiazole

2-Mercaptobenzothiazole
149-30-4

2-Mercaptobenzothiazole

Conditions
ConditionsYield
With sulfur at 200℃; for 3.66667h; Time;97.8%
With 1.3-propanedithiol; dimethyl sulfoxide; potassium hydroxide at 130℃; for 12h; Reagent/catalyst; Temperature; Time; Inert atmosphere;92%
With sodium hydroxide In water91.4%
With 1.3-propanedithiol; potassium hydroxide In dimethyl sulfoxide at 130℃; for 12h; Inert atmosphere; Sealed tube;83.3%
With sulfur; 1,10-Phenanthroline; copper dichloride; sodium t-butanolate In N,N-dimethyl-formamide at 25℃; for 12h; Catalytic behavior; Reagent/catalyst; Solvent; Schlenk technique; Inert atmosphere;82%
2-iodophenylamine
615-43-0

2-iodophenylamine

potassium ethyl xanthogenate
140-89-6

potassium ethyl xanthogenate

2-Mercaptobenzothiazole
149-30-4

2-Mercaptobenzothiazole

Conditions
ConditionsYield
With iron(III) trifluoride; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl In N,N-dimethyl-formamide at 110℃; for 6h; Catalytic behavior; Reagent/catalyst; Temperature; Inert atmosphere; Sealed tube;97%
With copper(l) chloride In N,N-dimethyl-formamide at 110℃; for 6h; Reagent/catalyst; Temperature; Inert atmosphere; Sealed tube;82.3%
carbon disulfide
75-15-0

carbon disulfide

2-Aminophenyl disulfide
1141-88-4

2-Aminophenyl disulfide

2-Mercaptobenzothiazole
149-30-4

2-Mercaptobenzothiazole

Conditions
ConditionsYield
With sodium hydrogen sulfide In water at 80℃; for 9h; Reagent/catalyst; Solvent; Temperature; Green chemistry;96%
at 230℃; Yield given;
N-propyl-2-benzothiazolesulfenamide
66552-53-2

N-propyl-2-benzothiazolesulfenamide

methyl phosphite
96-36-6, 868-85-9

methyl phosphite

A

2-methylmercaptobenzothiazole
615-22-5

2-methylmercaptobenzothiazole

B

N-Propyl-O,O-dimethyl-phosphorsaeureamid
20465-00-3

N-Propyl-O,O-dimethyl-phosphorsaeureamid

C

2-Mercaptobenzothiazole
149-30-4

2-Mercaptobenzothiazole

Conditions
ConditionsYield
A 5%
B 80%
C 95%
A 5%
B 80%
C 90%
Benzoylmethyl-tri-n-butyl-phosphonium-bromid
1519-42-2

Benzoylmethyl-tri-n-butyl-phosphonium-bromid

benzaldehyde
100-52-7

benzaldehyde

A

2-Mercaptobenzothiazole
149-30-4

2-Mercaptobenzothiazole

B

3-(4-methoxyphenyl)-1-phenylprop-2-en-1-one
959-33-1

3-(4-methoxyphenyl)-1-phenylprop-2-en-1-one

Conditions
ConditionsYield
With sodium 2-mercaptobenzothiazole In ethanol for 0.333333h; Ambient temperature;A 90%
B 95%
Thiram
137-26-8

Thiram

2-amino-benzenethiol
137-07-5

2-amino-benzenethiol

2-Mercaptobenzothiazole
149-30-4

2-Mercaptobenzothiazole

Conditions
ConditionsYield
In water at 120℃; Catalytic behavior; Temperature; Solvent; Green chemistry;95%
In water at 120℃; for 3h;
In water at 120℃;
2-(phenacylsulfanyl)-1,3-benzothiazole
13944-95-1

2-(phenacylsulfanyl)-1,3-benzothiazole

4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

A

2-Mercaptobenzothiazole
149-30-4

2-Mercaptobenzothiazole

B

3-(4-methoxyphenyl)-1-phenylprop-2-en-1-one
959-33-1

3-(4-methoxyphenyl)-1-phenylprop-2-en-1-one

Conditions
ConditionsYield
With tributylphosphine at 80℃; for 8h; Product distribution; different aldehydes or ketone and reaction times;A 90%
B 94%
With tributylphosphine at 80℃; for 8h;A 90%
B 94%
potassium ethyl xanthogenate
140-89-6

potassium ethyl xanthogenate

2-amino-benzenethiol
137-07-5

2-amino-benzenethiol

2-Mercaptobenzothiazole
149-30-4

2-Mercaptobenzothiazole

Conditions
ConditionsYield
Stage #1: potassium ethyl xanthogenate; 2-amino-benzenethiol In glycerol at 140℃; for 0.15h; Microwave irradiation;
Stage #2: With acetic acid In ethanol; water; glycerol pH=3 - 4;
94%
carbon disulfide
75-15-0

carbon disulfide

2-Aminophenyl disulfide
1141-88-4

2-Aminophenyl disulfide

A

sulfur
10544-50-0

sulfur

B

2-Mercaptobenzothiazole
149-30-4

2-Mercaptobenzothiazole

Conditions
ConditionsYield
With sodium hydrogensulfide In water at 80℃; for 10h; Catalytic behavior; Reagent/catalyst; Solvent; Temperature; Autoclave; Green chemistry;A 73%
B 94%
2-amino-benzenethiol
137-07-5

2-amino-benzenethiol

sodium dimethyldithiocarbamate
128-04-1

sodium dimethyldithiocarbamate

2-Mercaptobenzothiazole
149-30-4

2-Mercaptobenzothiazole

Conditions
ConditionsYield
With aluminum (III) chloride In water; N,N-dimethyl-formamide at 120℃; for 0.166667h; Catalytic behavior; Reagent/catalyst; Solvent; Temperature;94%
methyl phosphite
96-36-6, 868-85-9

methyl phosphite

N-piperidin-2-benzothiazole sulfenamide
26773-65-9

N-piperidin-2-benzothiazole sulfenamide

A

2-methylmercaptobenzothiazole
615-22-5

2-methylmercaptobenzothiazole

B

Dimethyl piperididophosphate
597-24-0

Dimethyl piperididophosphate

C

2-Mercaptobenzothiazole
149-30-4

2-Mercaptobenzothiazole

Conditions
ConditionsYield
A 7%
B 93%
C 93%
p-nitrobenzyl (2R,3R)-2-(benzothiazol-2'-yldithio)-α-isopropylidene-4-oxo-3-phenoxyacetylaminoazetidine-1-acetate
64370-08-7

p-nitrobenzyl (2R,3R)-2-(benzothiazol-2'-yldithio)-α-isopropylidene-4-oxo-3-phenoxyacetylaminoazetidine-1-acetate

ethyl 3-oxo-4-(triphenylphosphoranylidene)butanoate
13148-05-5

ethyl 3-oxo-4-(triphenylphosphoranylidene)butanoate

A

2-Mercaptobenzothiazole
149-30-4

2-Mercaptobenzothiazole

B

p-nitrobenzyl (2R,3R)-2-<(ethoxycarbonylmethylcarbonyl)(triphenylphosphoranylidene)methylthio>-α-isopropylidene-4-oxo-3-phenoxyacetylaminoazetidine acetate
122347-84-6

p-nitrobenzyl (2R,3R)-2-<(ethoxycarbonylmethylcarbonyl)(triphenylphosphoranylidene)methylthio>-α-isopropylidene-4-oxo-3-phenoxyacetylaminoazetidine acetate

Conditions
ConditionsYield
In tetrahydrofuran for 2h; Ambient temperature;A 90%
B 93%
diisopropyl phosphite
691-96-3

diisopropyl phosphite

N,N-diethylbenzo[d]thiazole-2-sulfenamide
2720-65-2

N,N-diethylbenzo[d]thiazole-2-sulfenamide

A

diisopropyl-N,N-diethylphosphoramidite
74124-48-4

diisopropyl-N,N-diethylphosphoramidite

B

2-Mercaptobenzothiazole
149-30-4

2-Mercaptobenzothiazole

Conditions
ConditionsYield
A 89%
B 93%
2-Mercaptobenzothiazole
149-30-4

2-Mercaptobenzothiazole

di(benzothiazol-2-yl)disulfide
120-78-5

di(benzothiazol-2-yl)disulfide

Conditions
ConditionsYield
With bis(2,2'-bipyridyl) copper(II) permanganate In dichloromethane for 0.166667h;100%
With tris paraperiodate In benzene for 0.5h; Heating;100%
With dihydrogen peroxide In water100%
ethyl iodide
75-03-6

ethyl iodide

2-Mercaptobenzothiazole
149-30-4

2-Mercaptobenzothiazole

2-(ethylthio)benzothiazole
2757-92-8

2-(ethylthio)benzothiazole

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 6h;100%
With N-ethyl-N,N-diisopropylamine In acetone at 20℃; for 0.333333h; Sonication;90%
With potassium hydroxide In 1,4-dioxane at 70℃; for 1.5h;58%
ethyl bromoacetate
105-36-2

ethyl bromoacetate

2-Mercaptobenzothiazole
149-30-4

2-Mercaptobenzothiazole

ethyl 2-(benzo[d]thiazol-2-ylthio)acetate
24044-88-0

ethyl 2-(benzo[d]thiazol-2-ylthio)acetate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 14h; Inert atmosphere;100%
With potassium carbonate In acetone for 3h; Heating;95%
With potassium carbonate In acetonitrile at 20℃; for 3h; Inert atmosphere;74%
3-Bromopropionic acid
590-92-1

3-Bromopropionic acid

2-Mercaptobenzothiazole
149-30-4

2-Mercaptobenzothiazole

3-(benzothiazol-2-ylthio)propionic acid
4767-00-4

3-(benzothiazol-2-ylthio)propionic acid

Conditions
ConditionsYield
Stage #1: 2-Mercaptobenzothiazole With potassium carbonate In tetrahydrofuran for 0.166667h; Inert atmosphere;
Stage #2: 3-Bromopropionic acid In tetrahydrofuran at 20℃; Inert atmosphere;
100%
With potassium hydroxide In ethanol for 3h; Heating;83%
2,2,2-trifluoroacetyl isocyanate
14565-32-3

2,2,2-trifluoroacetyl isocyanate

2-Mercaptobenzothiazole
149-30-4

2-Mercaptobenzothiazole

N-trifluoroacetylaminocarbonylbenzthiazole-2-thione

N-trifluoroacetylaminocarbonylbenzthiazole-2-thione

Conditions
ConditionsYield
In dichloromethane100%
C29H26N2O5S

C29H26N2O5S

2-Mercaptobenzothiazole
149-30-4

2-Mercaptobenzothiazole

C36H29N3O5S3
129959-74-6

C36H29N3O5S3

Conditions
ConditionsYield
In toluene at 110℃; for 4h;100%
2-Mercaptobenzothiazole
149-30-4

2-Mercaptobenzothiazole

2,2-dimethyl-2,3-dihydrobenzothiophene N-(p-toluenesulfonyl)sulfilimine
76186-55-5

2,2-dimethyl-2,3-dihydrobenzothiophene N-(p-toluenesulfonyl)sulfilimine

2-(2-benzothiazolyl)thiomethyl-2-methyl-2,3-dihydrobenzothiophene
76186-62-4

2-(2-benzothiazolyl)thiomethyl-2-methyl-2,3-dihydrobenzothiophene

Conditions
ConditionsYield
In toluene for 1h; Heating;100%
2-Mercaptobenzothiazole
149-30-4

2-Mercaptobenzothiazole

(2S,5R,6S)-3,3-Dimethyl-4,7-dioxo-6-(2-oxo-propyl)-6-phenylsulfanyl-4λ4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 2,2-dimethyl-propionyloxymethyl ester
92826-83-0

(2S,5R,6S)-3,3-Dimethyl-4,7-dioxo-6-(2-oxo-propyl)-6-phenylsulfanyl-4λ4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 2,2-dimethyl-propionyloxymethyl ester

2-[(2R,3S)-2-(Benzothiazol-2-yldisulfanyl)-4-oxo-3-(2-oxo-propyl)-3-phenylsulfanyl-azetidin-1-yl]-3-methyl-but-3-enoic acid 2,2-dimethyl-propionyloxymethyl ester
92826-84-1

2-[(2R,3S)-2-(Benzothiazol-2-yldisulfanyl)-4-oxo-3-(2-oxo-propyl)-3-phenylsulfanyl-azetidin-1-yl]-3-methyl-but-3-enoic acid 2,2-dimethyl-propionyloxymethyl ester

Conditions
ConditionsYield
In toluene Heating;100%
1,3-dibromobutane
107-80-2

1,3-dibromobutane

2-Mercaptobenzothiazole
149-30-4

2-Mercaptobenzothiazole

2-(3-Bromo-butylsulfanyl)-benzothiazole
219126-90-6

2-(3-Bromo-butylsulfanyl)-benzothiazole

Conditions
ConditionsYield
With sodium ethanolate In ethanol100%
2-Mercaptobenzothiazole
149-30-4

2-Mercaptobenzothiazole

(R)-1-bromo-3-(tert-butyldiphenylsilyloxy)-2-methylpropane
186642-08-0

(R)-1-bromo-3-(tert-butyldiphenylsilyloxy)-2-methylpropane

2-[(R)-3-(tert-Butyl-diphenyl-silanyloxy)-2-methyl-propylsulfanyl]-benzothiazole
887612-20-6

2-[(R)-3-(tert-Butyl-diphenyl-silanyloxy)-2-methyl-propylsulfanyl]-benzothiazole

Conditions
ConditionsYield
Stage #1: 2-Mercaptobenzothiazole With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃;
Stage #2: (R)-1-bromo-3-(tert-butyldiphenylsilyloxy)-2-methylpropane In N,N-dimethyl-formamide at 20℃; for 12h;
100%
With sodium hydride In N,N-dimethyl-formamide at 25℃;
2-Mercaptobenzothiazole
149-30-4

2-Mercaptobenzothiazole

(2S,4S,5R,6R)-6-Allyloxycarbonylamino-3,3-dimethyl-4,7-dioxo-4λ4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid benzyl ester
211623-33-5

(2S,4S,5R,6R)-6-Allyloxycarbonylamino-3,3-dimethyl-4,7-dioxo-4λ4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid benzyl ester

(R)-2-[(2R,3R)-3-Allyloxycarbonylamino-2-(benzothiazol-2-yldisulfanyl)-4-oxo-azetidin-1-yl]-3-methyl-but-3-enoic acid benzyl ester
211623-34-6

(R)-2-[(2R,3R)-3-Allyloxycarbonylamino-2-(benzothiazol-2-yldisulfanyl)-4-oxo-azetidin-1-yl]-3-methyl-but-3-enoic acid benzyl ester

Conditions
ConditionsYield
In toluene Heating;100%
2-Mercaptobenzothiazole
149-30-4

2-Mercaptobenzothiazole

(2S,4S,5R,6R)-6-Allyloxycarbonylamino-3,3-dimethyl-4,7-dioxo-4λ4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid benzhydryl ester
211623-24-4

(2S,4S,5R,6R)-6-Allyloxycarbonylamino-3,3-dimethyl-4,7-dioxo-4λ4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid benzhydryl ester

(R)-benzhydryl 2-((2R,3R)-3-(allyloxycarbonyl)amino-2-(benzo[d]thiazol-2-yldisulfanyl)-4-oxoazetidin-1-yl)-3-methylbut-3-enoate
211623-25-5

(R)-benzhydryl 2-((2R,3R)-3-(allyloxycarbonyl)amino-2-(benzo[d]thiazol-2-yldisulfanyl)-4-oxoazetidin-1-yl)-3-methylbut-3-enoate

Conditions
ConditionsYield
In toluene Heating;100%
In toluene Heating;
(2E,4S,5S)-5-methoxy-2,4-dimethyl-6-phenylhex-2-en-1-ol
126399-05-1

(2E,4S,5S)-5-methoxy-2,4-dimethyl-6-phenylhex-2-en-1-ol

2-Mercaptobenzothiazole
149-30-4

2-Mercaptobenzothiazole

2-<<(2E,4S,5S)-5-methoxy-2,4-dimethyl-6-phenylhex-2-enyl>thio>benzothiazole
223689-25-6

2-<<(2E,4S,5S)-5-methoxy-2,4-dimethyl-6-phenylhex-2-enyl>thio>benzothiazole

Conditions
ConditionsYield
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at -10℃; for 1h;100%
2-Mercaptobenzothiazole
149-30-4

2-Mercaptobenzothiazole

(2S,5R,6R)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-3,3-dimethyl-4,7-dioxo-4λ4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid benzhydryl ester
229489-96-7

(2S,5R,6R)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-3,3-dimethyl-4,7-dioxo-4λ4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid benzhydryl ester

2-[(2R,3R)-2-(Benzothiazol-2-yldisulfanyl)-3-(tert-butyl-dimethyl-silanyloxymethyl)-4-oxo-azetidin-1-yl]-3-methyl-but-3-enoic acid benzhydryl ester

2-[(2R,3R)-2-(Benzothiazol-2-yldisulfanyl)-3-(tert-butyl-dimethyl-silanyloxymethyl)-4-oxo-azetidin-1-yl]-3-methyl-but-3-enoic acid benzhydryl ester

Conditions
ConditionsYield
In toluene100%
2-Mercaptobenzothiazole
149-30-4

2-Mercaptobenzothiazole

chloroacetone
78-95-5

chloroacetone

2-acetonylthiobenzimidazole hydrochloride

2-acetonylthiobenzimidazole hydrochloride

Conditions
ConditionsYield
at 60℃; for 12h; Solid phase reaction; substitution;100%
2-Mercaptobenzothiazole
149-30-4

2-Mercaptobenzothiazole

C18H26FIO2*BF3

C18H26FIO2*BF3

1-(benzo[d]thiazol-2-ylthio)decan-2-one

1-(benzo[d]thiazol-2-ylthio)decan-2-one

Conditions
ConditionsYield
With triethylamine In methanol at 20℃; for 3h;100%
2-Mercaptobenzothiazole
149-30-4

2-Mercaptobenzothiazole

2-{(2R,6S)-6-[(2S,4R,5S)-2-Benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-6-hydroxy-5-methyl-hexyl]-tetrahydro-pyran-2-yl}-2-methyl-propionic acid 2-trimethylsilanyl-ethyl ester
863660-54-2

2-{(2R,6S)-6-[(2S,4R,5S)-2-Benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-6-hydroxy-5-methyl-hexyl]-tetrahydro-pyran-2-yl}-2-methyl-propionic acid 2-trimethylsilanyl-ethyl ester

2-{(2R,6S)-6-[(2S,4R,5R)-6-(Benzothiazol-2-ylsulfanyl)-2-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-5-methyl-hexyl]-tetrahydro-pyran-2-yl}-2-methyl-propionic acid 2-trimethylsilanyl-ethyl ester
863663-07-4

2-{(2R,6S)-6-[(2S,4R,5R)-6-(Benzothiazol-2-ylsulfanyl)-2-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-5-methyl-hexyl]-tetrahydro-pyran-2-yl}-2-methyl-propionic acid 2-trimethylsilanyl-ethyl ester

Conditions
ConditionsYield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0℃; for 1h;100%
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0℃;
methyl 2-[(diphenylphosphino)oxy]-2-methylpropionate
857665-53-3

methyl 2-[(diphenylphosphino)oxy]-2-methylpropionate

2-Mercaptobenzothiazole
149-30-4

2-Mercaptobenzothiazole

methyl 2-[(1,3-benzothiazol-2-yl)sulfanyl]-2-methylpropionate
70204-06-7

methyl 2-[(1,3-benzothiazol-2-yl)sulfanyl]-2-methylpropionate

Conditions
ConditionsYield
With 2,6-Di-tert-butyl-1,4-benzoquinone In chloroform at 20℃; for 12h; Product distribution; Further Variations:; Reagents;100%
With Camphorquinone In dichloromethane at 20℃; for 12h; Inert atmosphere;
3-Phenyl-1-propanol
122-97-4

3-Phenyl-1-propanol

2-Mercaptobenzothiazole
149-30-4

2-Mercaptobenzothiazole

2-((3-phenylpropyl)thio)benzo[d]thiazole

2-((3-phenylpropyl)thio)benzo[d]thiazole

Conditions
ConditionsYield
With ethyl 2-(3,4-dichlorophenyl)azocarboxylate; triphenylphosphine In toluene at 20℃; for 5h; Mitsunobu Displacement; Inert atmosphere;100%
With Vilsmeier reagent; triethylamine In tetrahydrofuran at 20℃; for 16h;90%
With (phthalocyaninato)iron(II); ethyl 2-(4-cyanophenyl)hydrazinecarboxylate; triphenylphosphine In toluene at 20℃; for 24h; Mitsunobu Displacement; Molecular sieve; Green chemistry;89%
With fluorosulfonyl fluoride; 1,8-diazabicyclo[5.4.0]undec-7-ene In N,N-dimethyl-formamide at 20℃; for 0.166667h;81%

2-Mercaptobenzothiazole Chemical Properties

IUPAC Name: 3H-1,3-Benzothiazole-2-thione
Synonyms: 1,3-Benzothiazol-2-thiol ; 1,3-Benzothiazole-2(3H)-thione ; 1,3-Benzothiazole-2-thiol ; 2-Benzothiazolethiol ; Bantex
Product Categories: Rubber Chemicals;Industrial/Fine Chemicals;BENZOTHIAZOLE;Sulfur compounds;Sulphur Derivatives;Organics;Copper corrosion inhibitor
CAS NO: 149-30-4
Molecular Formula of 2-Mercaptobenzothiazole (CAS NO.149-30-4) : C7H5NS2
Molecular Weight of 2-Mercaptobenzothiazole (CAS NO.149-30-4) : 167.25
Molecular Structure of 2-Mercaptobenzothiazole (CAS NO.149-30-4) :
EINECS: 205-736-8
Mol File: 149-30-4.mol
Merck : 14,5868
BRN : 119484
Index of Refraction: 1.783
Surface Tension: 78 dyne/cm
Density: 1.46 g/cm3
Flash Point: 138.3 °C
Enthalpy of Vaporization: 54.54 kJ/mol
Boiling Point: 305 °C at 760 mmHg
Vapour Pressure: 0.000844 mmHg at 25°C
Melting point: 177-181 °C(lit.)
Water Solubility : <0.1 g/100 mL at 19 ºC
Sensitive : Air Sensitive
Stability: Stable. Incompatible with strong oxidizing agents. Flammable.
beige or light yellow powder with a faint odour
Solubility: not soluble in water and gasoline, insoluble in ethanol, ethyl ether, acetone, ethyl acetate, benzene, chloroform and dilute lye.

2-Mercaptobenzothiazole Production

Preparation Products: Inhibitor-->2,2'-Dithiobis(benzothiazole)-->Benzothiazole-->corrosion inhibitor PBTCA-type-->N,N-Dicyclohexyl-2-benzothiazolsulfene amide-->N-Cyclohexyl-2-benzothiazolesulfenamide -->2-(Morpholinothio)benzothiazole-->N-tert-Butyl-2-benzothiazolesulfenamide -->2-Chlorobenzothiazole-->N-methylbenzothiazol-2-amine-->scale inhibitor and sipersant TS-104-->scale agent QⅠ-105-->Accelerator DBM
Raw materials : Sodium hydroxide-->Sulfuric acid -->Chlorine-->Sulfur-->Aniline-->Carbon disulphide-->Sulphur-->2-Nitrochlorobenzene-->Sodium hydrosulfide-->SODIUM TETRASULFIDE-->2-Aminobenzenethiol-->THIAZOLIDINE-->Fatty amine-->1,3-Diphenyl-2-thiourea-->Sodium mercaptobenzothiazole

2-Mercaptobenzothiazole Safety Profile

Hazard Codes IrritantXi,DangerousN
Risk Statements 43-50/53
R43:May cause sensitization by skin contact. 
R50/53:Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment.
Safety Statements 24-37-60-61
S24:Avoid contact with skin. 
S37:Wear suitable gloves. 
S60:This material and its container must be disposed of as hazardous waste. 
S61:Avoid release to the environment. Refer to special instructions / safety data sheets.
RIDADR UN 3077 9/PG 3
WGK Germany 2
RTECS DL6475000
F 9-13-23
HS Code 29342020

2-Mercaptobenzothiazole Specification

1.General Description: Pale yellow to tan crystalline powder with a disagreeable odor.
2.Air & Water Reactions: Insoluble in water.
3.Reactivity Profile :2-Mercaptobenzothiazole is incompatible with strong oxidizing agents. Also incompatible with acids and acid fumes .
4.Fire Hazard: 2-Mercaptobenzothiazole is combustible.

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