Product Name

  • Name

    2-Benzothiazolamine

  • EINECS 205-268-4
  • CAS No. 136-95-8
  • Article Data180
  • CAS DataBase
  • Density 1.383 g/cm3
  • Solubility <0.1 g/100 mL at 19℃
  • Melting Point 126-129 °C(lit.)
  • Formula C7H6N2S
  • Boiling Point 307.5 °C at 760 mmHg
  • Molecular Weight 150.204
  • Flash Point 139.8 °C
  • Transport Information UN 2811 6.1/PG 3
  • Appearance Odorless gray to white powder
  • Safety 26
  • Risk Codes 22-36
  • Molecular Structure Molecular Structure of 136-95-8 (2-Benzothiazolamine)
  • Hazard Symbols HarmfulXn,IrritantXi
  • Synonyms Benzothiazoline,2-imino- (4CI);1,3-Benzothiazol-2-ylamine;2-Aminobenzo[d]thiazole;2-Iminobenzothiazoline;ABT;Benzo[d]thiazol-2-amine;NSC 4670;SKA 1;
  • PSA 67.15000
  • LogP 2.45970

Synthetic route

cyclohexanone
108-94-1

cyclohexanone

thiourea
17356-08-0

thiourea

2-amino-benzthiazole
136-95-8

2-amino-benzthiazole

Conditions
ConditionsYield
With dihydrogen peroxide; iodine; toluene-4-sulfonic acid In acetonitrile at 75℃; for 24h;100%
With iodine; oxygen; toluene-4-sulfonic acid In dimethyl sulfoxide at 75℃; under 760.051 Torr; for 24h; Solvent; Reagent/catalyst;84%
2-chlorobenzo[d][1,3]thiazole
615-20-3

2-chlorobenzo[d][1,3]thiazole

2-amino-benzthiazole
136-95-8

2-amino-benzthiazole

Conditions
ConditionsYield
With 2-(di-1-adamantylphosphino)-3,6-dimethoxy-2',4',6'-tri-i-propyl-1,1'-biphenyl; C58H78NO4PPdS; ammonia; sodium t-butanolate In 1,4-dioxane at 20℃; Inert atmosphere;96%
With 5 wt% ruthenium/carbon; formamide; lithium tert-butoxide at 80℃; for 8h;84%
With ammonia at 150 - 160℃;
monophenylthiourea
103-85-5

monophenylthiourea

2-amino-benzthiazole
136-95-8

2-amino-benzthiazole

Conditions
ConditionsYield
With thionyl chloride at 50 - 55℃; for 4h;95.6%
With bromine; acetic acid at 0 - 20℃; for 12h;80%
Stage #1: monophenylthiourea With bromine In chloroform at 0 - 5℃; Reflux;
Stage #2: With ammonia In water
75%
bromobenzene
108-86-1

bromobenzene

2-iodophenylisothiourea

2-iodophenylisothiourea

A

2-amino-benzthiazole
136-95-8

2-amino-benzthiazole

B

N-phenyl-2-benzothiazolamine
1843-21-6

N-phenyl-2-benzothiazolamine

Conditions
ConditionsYield
With 1,10-Phenanthroline; copper(II) acetate monohydrate; caesium carbonate In dimethyl sulfoxide Heating;A 95%
B n/a
With 1,10-Phenanthroline; cobalt(II) sulfate monohydrate; caesium carbonate In dimethyl sulfoxide at 100℃; for 20h;
phenyl-carbamimidothioic acid
103-85-5

phenyl-carbamimidothioic acid

2-amino-benzthiazole
136-95-8

2-amino-benzthiazole

Conditions
ConditionsYield
In isopropyl alcohol at 45℃; for 1.33333h; Temperature;93%
2-nitrobenzothiazole
23505-64-8

2-nitrobenzothiazole

2-amino-benzthiazole
136-95-8

2-amino-benzthiazole

Conditions
ConditionsYield
With triethylamine In water at 80℃; for 6h; Inert atmosphere; Green chemistry; chemoselective reaction;92%
potassium thioacyanate
333-20-0

potassium thioacyanate

aniline
62-53-3

aniline

2-amino-benzthiazole
136-95-8

2-amino-benzthiazole

Conditions
ConditionsYield
With bromine; acetic acid at 20℃; for 10h;91%
Stage #1: potassium thioacyanate; aniline With acetic acid at 5℃; for 0.5h;
Stage #2: With bromine; acetic acid at 0 - 20℃;
91%
With sodium iodide dichloride at 70℃; for 3h;87%
ammonium thiocyanate
1147550-11-5

ammonium thiocyanate

aniline
62-53-3

aniline

2-amino-benzthiazole
136-95-8

2-amino-benzthiazole

Conditions
ConditionsYield
With tris(2,2'-bipyridyl)ruthenium dichloride In acetonitrile at 20℃; for 10h; Catalytic behavior; Mechanism; Reagent/catalyst; Solvent; Irradiation;90%
With bromine; acetic acid at 10℃;88.5%
With bromine; acetic acid at 0 - 20℃;74%
2-iodophenylamine
615-43-0

2-iodophenylamine

thiourea
17356-08-0

thiourea

2-amino-benzthiazole
136-95-8

2-amino-benzthiazole

Conditions
ConditionsYield
bis(triethylphosphine)nickel(II) chloride; sodium cyanoborohydride In N,N-dimethyl-formamide at 60℃; for 20h;87%
bis(triethylphosphine)nickel(II) chloride; sodium cyanoborohydride In N,N-dimethyl-formamide at 60℃; for 20h; Product distribution; other temp., other reaction time;87%
2-bromo-1,3-benzothiazole
2516-40-7

2-bromo-1,3-benzothiazole

2-amino-benzthiazole
136-95-8

2-amino-benzthiazole

Conditions
ConditionsYield
With ammonium hydroxide; potassium phosphate; 1-(5,6,7,8-tetrahydroquinolin-8-yl)-2-methylpropan-1-one; copper(I) bromide In dimethyl sulfoxide at 110℃; for 24h; Inert atmosphere; Sealed tube;81%
With C24H32N2*ClCu; ammonia; potassium carbonate In 1-methyl-pyrrolidin-2-one; methanol at 90℃; under 5171.62 Torr; for 24h; Inert atmosphere;73%
Stage #1: 2-bromo-1,3-benzothiazole With n-butyllithium In tetrahydrofuran; hexane at 0℃; for 0.1h; Inert atmosphere;
Stage #2: With C10H17NO In tetrahydrofuran; hexane; toluene at -30℃; for 2h; Inert atmosphere;
26%
ammonium thiocyanate

ammonium thiocyanate

aniline
62-53-3

aniline

2-amino-benzthiazole
136-95-8

2-amino-benzthiazole

Conditions
ConditionsYield
Stage #1: ammonium thiocyanate; aniline With acetic acid at 0℃;
Stage #2: With bromine at -3 - 0℃;
75%
With bromine; acetic acid at 0 - 20℃;74%
Stage #1: ammonium thiocyanate; aniline With acetic acid at 10℃;
Stage #2: With bromine at 10 - 20℃; for 4h;
72%
2-amino-benzenethiol
137-07-5

2-amino-benzenethiol

di(1H-imidazol-1-yl)methanimine
104619-51-4

di(1H-imidazol-1-yl)methanimine

2-amino-benzthiazole
136-95-8

2-amino-benzthiazole

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; for 12h;71%
2-amino-benzenethiol
137-07-5

2-amino-benzenethiol

ethyl cyanoformate
623-49-4

ethyl cyanoformate

2-amino-benzthiazole
136-95-8

2-amino-benzthiazole

Conditions
ConditionsYield
With lithium bromide In 1,4-dioxane at 100 - 105℃; for 1h;68%
1,3-Benzothiazole
95-16-9

1,3-Benzothiazole

2-amino-benzthiazole
136-95-8

2-amino-benzthiazole

Conditions
ConditionsYield
With sodium hydroxide; hydroxylamine hydrochloride at 100℃; for 3h;63%
Stage #1: 1,3-Benzothiazole With lithium di-tert-butyl(2,2,6,6-tetramethylpiperidino)zincate In tetrahydrofuran at 20℃; for 3h; Inert atmosphere; Schlenk technique;
Stage #2: With N-benzyloxyamine; copper(l) cyanide In tetrahydrofuran at 20℃; for 1h; Inert atmosphere; Schlenk technique; regioselective reaction;
56%
Stage #1: 1,3-Benzothiazole With 2,2,6,6-tetramethylpiperidinylmagnesium chloride lithium chloride complex Inert atmosphere;
Stage #2: With C10H17NO In tetrahydrofuran; toluene at -30℃; for 2h; Inert atmosphere;
Stage #3: With ammonium chloride In tetrahydrofuran; water; toluene Inert atmosphere;
26%
potassium sulphocyanide

potassium sulphocyanide

aniline
62-53-3

aniline

2-amino-benzthiazole
136-95-8

2-amino-benzthiazole

Conditions
ConditionsYield
With bromine In acetic acid at 30℃; for 10h;60%
copper(l) cyanide

copper(l) cyanide

2-Aminophenyl disulfide
1141-88-4

2-Aminophenyl disulfide

2-amino-benzthiazole
136-95-8

2-amino-benzthiazole

Conditions
ConditionsYield
With N,N,N,N,-tetramethylethylenediamine; oxygen In acetonitrile at 60℃; for 1h;57%
2-iodophenylisothiourea

2-iodophenylisothiourea

2-amino-benzthiazole
136-95-8

2-amino-benzthiazole

Conditions
ConditionsYield
With 1,10-Phenanthroline; iodobenzene; cobalt(II) sulfate monohydrate; caesium carbonate In dimethyl sulfoxide at 70℃; for 20h; Reagent/catalyst;55%
With 1,10-Phenanthroline; copper(II) acetate monohydrate; caesium carbonate; chlorobenzene In dimethyl sulfoxide Heating;
benzothiazol-2-yl-lithium
39582-59-7

benzothiazol-2-yl-lithium

2-amino-benzthiazole
136-95-8

2-amino-benzthiazole

Conditions
ConditionsYield
With 1-azidostyrene In tetrahydrofuran for 2h; from -78 deg.C to room temp.;53%
N-(2-chlorophenyl)thiazol-2-amine
136343-79-8

N-(2-chlorophenyl)thiazol-2-amine

2-amino-benzthiazole
136-95-8

2-amino-benzthiazole

Conditions
ConditionsYield
With sodium hydroxide In water; tert-butyl alcohol for 29h; Irradiation;47%
CYANAMID
420-04-2

CYANAMID

2-amino-benzenethiol
137-07-5

2-amino-benzenethiol

2-amino-benzthiazole
136-95-8

2-amino-benzthiazole

Conditions
ConditionsYield
With zinc(II) acetate dihydrate In neat (no solvent) at 120℃; under 7600.51 Torr; for 18h; Autoclave; Inert atmosphere; Green chemistry;45%
(E)-N-(1,3-benzothiazol-2-yl)-3-(thiophen-2-yl)acrylamide

(E)-N-(1,3-benzothiazol-2-yl)-3-(thiophen-2-yl)acrylamide

A

2-amino-benzthiazole
136-95-8

2-amino-benzthiazole

B

3-(2-thienyl)-2-propenoic acid
1124-65-8, 15690-25-2, 51019-83-1

3-(2-thienyl)-2-propenoic acid

Conditions
ConditionsYield
With sodium hydroxide In ethanol for 1h; Reflux;A 43%
B 32%
N-Cyclohexyl-2-phenylbenzo[d]imidazo[2,1-b]thiazol-3-amine

N-Cyclohexyl-2-phenylbenzo[d]imidazo[2,1-b]thiazol-3-amine

A

2-amino-benzthiazole
136-95-8

2-amino-benzthiazole

B

N-cicloesil-α-ossofenilacetamide
724-92-5

N-cicloesil-α-ossofenilacetamide

Conditions
ConditionsYield
With [bis(acetoxy)iodo]benzene; toluene-4-sulfonic acid In 1,2-dichloro-ethane at 20℃; for 1h; Schlenk technique; chemoselective reaction;A n/a
B 35%
2-(methylsulfonyl)aniline
2987-49-7

2-(methylsulfonyl)aniline

thiourea
17356-08-0

thiourea

A

2-amino-benzthiazole
136-95-8

2-amino-benzthiazole

B

C7H9N3S*H(1+)

C7H9N3S*H(1+)

Conditions
ConditionsYield
In water; tert-butyl alcohol at 20 - 25℃; for 6h; Irradiation; DRL-400 mercury lamp (400 W);A 34%
B n/a
copper(l) cyanide

copper(l) cyanide

N,N'-(disulfanediylbis(2,1-phenylene))bis(4-methylbenzenesulfonamide)
3982-42-1

N,N'-(disulfanediylbis(2,1-phenylene))bis(4-methylbenzenesulfonamide)

A

2-amino-benzthiazole
136-95-8

2-amino-benzthiazole

B

C21H18N2O4S3

C21H18N2O4S3

Conditions
ConditionsYield
With N,N,N,N,-tetramethylethylenediamine In acetonitrile at 60℃;A n/a
B 23%
2-thioxo-3H-1,3-benzothiazole
149-30-4

2-thioxo-3H-1,3-benzothiazole

2-amino-benzthiazole
136-95-8

2-amino-benzthiazole

Conditions
ConditionsYield
With ammonium hydroxide; ammonium bisulfite at 150℃;
2-nitrophenyl thiocyanate
2769-30-4

2-nitrophenyl thiocyanate

2-amino-benzthiazole
136-95-8

2-amino-benzthiazole

Conditions
ConditionsYield
With palladium on activated charcoal; acetic acid Hydrogenation;
With sulfuric acid bei der elektrolytischen Reduktion;
With hydrogenchloride; tin(ll) chloride
With ammonium hydroxide; iron(II) sulfate
(5-amino-[1,2,4]dithiazol-3-ylidene)-phenyl-amine
40229-47-8

(5-amino-[1,2,4]dithiazol-3-ylidene)-phenyl-amine

2-amino-benzthiazole
136-95-8

2-amino-benzthiazole

Conditions
ConditionsYield
With hydrogenchloride at 165℃; im Rohr;
thiourea
17356-08-0

thiourea

2-amino-benzenethiol
137-07-5

2-amino-benzenethiol

2-amino-benzthiazole
136-95-8

2-amino-benzthiazole

Conditions
ConditionsYield
at 150℃;
1-phenyl-3-thiosemicarbazide
645-48-7

1-phenyl-3-thiosemicarbazide

2-amino-benzthiazole
136-95-8

2-amino-benzthiazole

Conditions
ConditionsYield
With hydrogenchloride at 125 - 130℃; im Rohr;
2-amino-benzthiazole
136-95-8

2-amino-benzthiazole

methyl iodide
74-88-4

methyl iodide

2-amino-3-methylbenzo[d]thiazol-3-ium iodide

2-amino-3-methylbenzo[d]thiazol-3-ium iodide

Conditions
ConditionsYield
In acetonitrile at 45℃; for 12h;100%
In acetonitrile at 45℃; for 12h;100%
In N,N-dimethyl-formamide at 80℃; for 24h;90%
In tetrahydrofuran at 20℃;
2-amino-benzthiazole
136-95-8

2-amino-benzthiazole

iodobenzene
591-50-4

iodobenzene

N-(2-(phenylthio)phenyl)cyanamide
1201683-08-0

N-(2-(phenylthio)phenyl)cyanamide

Conditions
ConditionsYield
With copper(l) iodide; 1,10-Phenanthroline Alkaline conditions;100%
With copper(l) iodide; potassium tert-butylate In dimethyl sulfoxide at 80℃; for 10h; Reagent/catalyst; Solvent; Inert atmosphere;90%
With copper(ll) sulfate pentahydrate; potassium carbonate In N,N-dimethyl-formamide at 120℃; for 4h;
2-amino-benzthiazole
136-95-8

2-amino-benzthiazole

3-Methylbenzoyl chloride
1711-06-4

3-Methylbenzoyl chloride

N-(benzo[d]thiazol-2-yl)-3-methylbenzamide
200726-48-3

N-(benzo[d]thiazol-2-yl)-3-methylbenzamide

Conditions
ConditionsYield
With pyridine at 60℃; for 16h; Inert atmosphere; Sealed tube;100%
With pyridine at 60℃; for 16h;90%
2-amino-benzthiazole
136-95-8

2-amino-benzthiazole

trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

tert-butyl 3-formylpyrrolidine-1-carboxylate
59379-02-1

tert-butyl 3-formylpyrrolidine-1-carboxylate

tert-butyl 3-((benzo[d]thiazol-2-ylamino)(cyano)methyl)pyrrolidine-1-carboxylate

tert-butyl 3-((benzo[d]thiazol-2-ylamino)(cyano)methyl)pyrrolidine-1-carboxylate

Conditions
ConditionsYield
Stage #1: 2-amino-benzthiazole; tert-butyl 3-formylpyrrolidine-1-carboxylate With sodium sulfate In methanol at 20℃; for 24h;
Stage #2: With acetic acid In methanol at 20℃; for 24h;
Stage #3: trimethylsilyl cyanide With lithium perchlorate In tetrahydrofuran; phenol at 0 - 20℃; for 21h; Reflux;
100%
2-amino-benzthiazole
136-95-8

2-amino-benzthiazole

4-hydroxy-1-tosylpyrrolidine-2-carboxylic acid
909262-73-3

4-hydroxy-1-tosylpyrrolidine-2-carboxylic acid

N-(1,3-benzothiazol-2-yl)-4-hydroxy-1-(4-methylbenzenesulfonyl)pyrrolidine-2-carboxamide

N-(1,3-benzothiazol-2-yl)-4-hydroxy-1-(4-methylbenzenesulfonyl)pyrrolidine-2-carboxamide

Conditions
ConditionsYield
With boric acid In toluene for 6h; Dean-Stark; Reflux; Green chemistry;100%
2-amino-benzthiazole
136-95-8

2-amino-benzthiazole

1-(benzenesulphonyl)-4-hydroxypyrrolidine-2-carboxylic acid

1-(benzenesulphonyl)-4-hydroxypyrrolidine-2-carboxylic acid

1-(benzenesulfonyl)-N-(1,3-benzothiazol-2-yl)-4-hydroxypyrrolidine-2-carboxamide

1-(benzenesulfonyl)-N-(1,3-benzothiazol-2-yl)-4-hydroxypyrrolidine-2-carboxamide

Conditions
ConditionsYield
With boric acid In toluene for 6h; Dean-Stark; Reflux; Green chemistry;100%
2-amino-benzthiazole
136-95-8

2-amino-benzthiazole

1-(4-nitrophenylsulphonyl)pyrrolidine-2-carboxylic acid
88867-96-3

1-(4-nitrophenylsulphonyl)pyrrolidine-2-carboxylic acid

N-(1,3-benzothiazol-2-yl)-1-(4-nitrobenzenesulfonyl)pyrrolidine-2-carboxamide

N-(1,3-benzothiazol-2-yl)-1-(4-nitrobenzenesulfonyl)pyrrolidine-2-carboxamide

Conditions
ConditionsYield
With boric acid In toluene for 6h; Dean-Stark; Reflux; Green chemistry;99.98%
2-amino-benzthiazole
136-95-8

2-amino-benzthiazole

L-N-tosyl-proline
51077-01-1, 110771-95-4

L-N-tosyl-proline

N-(1,3-benzothiazol-2-yl)-1-(4-methylbenzenesulfonyl)pyrrolidine-2-carboxamide

N-(1,3-benzothiazol-2-yl)-1-(4-methylbenzenesulfonyl)pyrrolidine-2-carboxamide

Conditions
ConditionsYield
With boric acid In toluene for 6h; Dean-Stark; Reflux; Green chemistry;99.98%
2-amino-benzthiazole
136-95-8

2-amino-benzthiazole

4-hydroxy-1-(4-nitrophenylsulphonyl)pyrrolidine-2-carboxylic acid

4-hydroxy-1-(4-nitrophenylsulphonyl)pyrrolidine-2-carboxylic acid

N-(1,3-benzothiazol-2-yl)-4-hydroxy-1-(4-nitrobenzenesulfonyl)pyrrolidine-2-carboxamide

N-(1,3-benzothiazol-2-yl)-4-hydroxy-1-(4-nitrobenzenesulfonyl)pyrrolidine-2-carboxamide

Conditions
ConditionsYield
With boric acid In toluene for 6h; Dean-Stark; Reflux; Green chemistry;99.96%
2-amino-benzthiazole
136-95-8

2-amino-benzthiazole

C19H20N2O7S

C19H20N2O7S

N-(1,3-benzothiazol-2-yl)-3-methyl-2-[N-(4-nitrobenzenesulfonyl)-1-phenylformamido]pentanamide

N-(1,3-benzothiazol-2-yl)-3-methyl-2-[N-(4-nitrobenzenesulfonyl)-1-phenylformamido]pentanamide

Conditions
ConditionsYield
With boric acid In toluene for 6h; Dean-Stark; Reflux; Green chemistry;99.87%
2-amino-benzthiazole
136-95-8

2-amino-benzthiazole

N-benzenesulfonyl-L-proline
88425-46-1

N-benzenesulfonyl-L-proline

1-(benzenesulfonyl)-N-(1,3-benzothiazol-2-yl)pyrrolidine-2-carboxamide

1-(benzenesulfonyl)-N-(1,3-benzothiazol-2-yl)pyrrolidine-2-carboxamide

Conditions
ConditionsYield
With boric acid In toluene for 6h; Dean-Stark; Reflux; Green chemistry;99.82%
2-amino-benzthiazole
136-95-8

2-amino-benzthiazole

3-(1H-indol-2-yl)-2-[N-(4-nitrobenzenesulfonyl)-1-phenylformamido]propanoic acid

3-(1H-indol-2-yl)-2-[N-(4-nitrobenzenesulfonyl)-1-phenylformamido]propanoic acid

N-(1,3-benzothiazol-2-yl)-3-(1H-indol-2-yl)-2-[N-(4-nitrobenzenesulfonyl)-1-phenylformamido]propanamide

N-(1,3-benzothiazol-2-yl)-3-(1H-indol-2-yl)-2-[N-(4-nitrobenzenesulfonyl)-1-phenylformamido]propanamide

Conditions
ConditionsYield
With boric acid In toluene for 6h; Dean-Stark; Reflux; Green chemistry;99.33%
2-amino-benzthiazole
136-95-8

2-amino-benzthiazole

chloroacetyl chloride
79-04-9

chloroacetyl chloride

N-benzothiazol-2-yl-2-chloroacetamide
3028-02-2

N-benzothiazol-2-yl-2-chloroacetamide

Conditions
ConditionsYield
With sodium carbonate In 1,4-dioxane at 20℃; for 1h;99%
With potassium carbonate In chloroform for 10h; Reflux;96%
Stage #1: 2-amino-benzthiazole With pyridine In benzene at 0 - 5℃; for 0.5h;
Stage #2: chloroacetyl chloride In benzene for 2h;
95%
2-amino-benzthiazole
136-95-8

2-amino-benzthiazole

4-chlorobenzaldehyde
104-88-1

4-chlorobenzaldehyde

β-naphthol
135-19-3

β-naphthol

1-((benzo[d]thiazol-2-ylamino)(4-chloro-phenyl)methyl)naphthalen-2-ol

1-((benzo[d]thiazol-2-ylamino)(4-chloro-phenyl)methyl)naphthalen-2-ol

Conditions
ConditionsYield
With C5H14N2*BiCl5(2-)*2H(1+) In neat (no solvent) at 100℃; for 0.116667h;99%
With 1. 2-pyrrolidon-1-ium hydrogen sulfate at 80℃; for 0.1h; Catalytic behavior; Reagent/catalyst; Time; Temperature; Concentration; Green chemistry;96%
With C12H28O3PS(1+)*Cl4Fe(1-) In neat (no solvent) at 45℃; for 0.05h; Ionic liquid; Green chemistry;96%
2-amino-benzthiazole
136-95-8

2-amino-benzthiazole

iodobenzene
591-50-4

iodobenzene

N-phenyl-2-benzothiazolamine
1843-21-6

N-phenyl-2-benzothiazolamine

Conditions
ConditionsYield
With 1,10-Phenanthroline; copper(II) acetate monohydrate; caesium carbonate In dimethyl sulfoxide at 90℃; for 14h;99%
With copper(l) iodide; potassium tert-butylate In 1,4-dioxane at 110℃; for 24h; Sealed tube;91%
With Pd(tris[2-(diphenylphosphino)ethyl]phosphine tetrasulfide)(dibenzylideneacetone); caesium carbonate In isopropyl alcohol at 80℃; for 4h; Ullmann Condensation;83%
2-amino-benzthiazole
136-95-8

2-amino-benzthiazole

para-Chlorobenzyl alcohol
873-76-7

para-Chlorobenzyl alcohol

N‐(4‐chlorobenzyl)benzo[d]thiazol‐2‐amine

N‐(4‐chlorobenzyl)benzo[d]thiazol‐2‐amine

Conditions
ConditionsYield
With [N,S-(2-(2-(diphenylphosphino)benzylidene)-N-ethylthiosemicarbazone)RuH(CO)(PPh3)2]; potassium hydroxide In toluene at 100℃; for 12h; Reagent/catalyst;99%
With cesium hydroxide; palladium diacetate In toluene at 150℃; for 12h;98%
With C41H36AsClN3OPRuS; potassium hydroxide In toluene at 100℃; for 12h;98%
2-amino-benzthiazole
136-95-8

2-amino-benzthiazole

benzyl alcohol
100-51-6

benzyl alcohol

N-benzyl-2-aminobenzo[d]thiazole
21816-82-0

N-benzyl-2-aminobenzo[d]thiazole

Conditions
ConditionsYield
With C39H34CuN3P2S; potassium hydroxide In toluene at 100℃; for 12h; Catalytic behavior; Reagent/catalyst; regioselective reaction;99%
With bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; sodium hydroxide at 150℃; for 12h; Inert atmosphere; regioselective reaction;97%
With [N,S-(2-(2-(diphenylphosphino)benzylidene)-N-ethylthiosemicarbazone)RuH(CO)(PPh3)2]; potassium hydroxide In toluene at 100℃; for 12h; Reagent/catalyst;97%
2-amino-benzthiazole
136-95-8

2-amino-benzthiazole

alpha-(3-methylphenoxy)acetophenone
19514-02-4

alpha-(3-methylphenoxy)acetophenone

2- phenyl-3-(m-tolyloxy)benzo[d]imidazo[2,1-b]thiazole

2- phenyl-3-(m-tolyloxy)benzo[d]imidazo[2,1-b]thiazole

Conditions
ConditionsYield
With iodine In 1,2-dichloro-ethane at 100℃; for 0.5h;99%
2-amino-benzthiazole
136-95-8

2-amino-benzthiazole

Monomethyl terephthalate
1679-64-7

Monomethyl terephthalate

methyl 4-(benzo[d]thiazol-2-ylcarbamoyl)benzoate

methyl 4-(benzo[d]thiazol-2-ylcarbamoyl)benzoate

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; Inert atmosphere; Sealed tube;99%
2-amino-benzthiazole
136-95-8

2-amino-benzthiazole

benzenesulfonyl chloride
98-09-9

benzenesulfonyl chloride

N-(benzo[d]thiazol-2-yl)benzenesulfonamide
13068-60-5

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

Conditions
ConditionsYield
With pyridine for 1h; Heating;98.9%
With pyridine at 0℃; for 2h; Inert atmosphere;87%
In pyridine52%
With pyridine
2-amino-benzthiazole
136-95-8

2-amino-benzthiazole

3-methyl-2-[N-(4-nitrobenzenesulfonyl)-1-phenylformamido]butanoic acid

3-methyl-2-[N-(4-nitrobenzenesulfonyl)-1-phenylformamido]butanoic acid

N-(1,3-benzothiazol-2-yl)-3-methyl-2-[N-(4-nitrobenzenesulfonyl)-1-phenylformamido]butanamide

N-(1,3-benzothiazol-2-yl)-3-methyl-2-[N-(4-nitrobenzenesulfonyl)-1-phenylformamido]butanamide

Conditions
ConditionsYield
With boric acid In toluene for 6h; Dean-Stark; Reflux; Green chemistry;98.66%
2-amino-benzthiazole
136-95-8

2-amino-benzthiazole

ethyl acetoacetate
141-97-9

ethyl acetoacetate

2-chloro-benzaldehyde
89-98-5

2-chloro-benzaldehyde

2-methyl-4-(2-chlorophenyl)-4H-pyrimido[2,1-b][1,3]benzothiazole-3-carboxylic acid ethyl ester

2-methyl-4-(2-chlorophenyl)-4H-pyrimido[2,1-b][1,3]benzothiazole-3-carboxylic acid ethyl ester

Conditions
ConditionsYield
With Fe3O4(at)nano-cellulose/TiCl In neat (no solvent) at 70℃; for 0.666667h; Green chemistry;98.5%
With nano-TiCl2/cellulose at 70℃; for 1h;97%
With agar In ethanol; water for 1.08333h; Reflux; Green chemistry;93%
2-amino-benzthiazole
136-95-8

2-amino-benzthiazole

ethyl acetoacetate
141-97-9

ethyl acetoacetate

4-chlorobenzaldehyde
104-88-1

4-chlorobenzaldehyde

ethyl 4-(4-chlorophenyl)-2-methyl-4H-benzo[4,5]thiazolo[3,2-a]pyrimidine-3-carboxylate
1360614-10-3

ethyl 4-(4-chlorophenyl)-2-methyl-4H-benzo[4,5]thiazolo[3,2-a]pyrimidine-3-carboxylate

Conditions
ConditionsYield
With Fe3O4(at)nano-cellulose/TiCl In neat (no solvent) at 70℃; for 0.666667h; Green chemistry;98.5%
With nano-TiCl2/cellulose at 70℃; for 1h;97%
With Cu(II) supported on nano-cellulose with Fe3O4 core In neat (no solvent) at 80℃; for 0.5h; Green chemistry;95%
2-amino-benzthiazole
136-95-8

2-amino-benzthiazole

benzoyl chloride
98-88-4

benzoyl chloride

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

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

Conditions
ConditionsYield
With pyridine for 12h;98%
In pyridine87%
In pyridine for 2h; Ambient temperature;80%
2-amino-benzthiazole
136-95-8

2-amino-benzthiazole

2,5-hexanedione
110-13-4

2,5-hexanedione

1-(benzothiazol-2-yl)-2,5-dimethyl-1H-pyrrole
28142-87-2

1-(benzothiazol-2-yl)-2,5-dimethyl-1H-pyrrole

Conditions
ConditionsYield
montmorillonite K-10 at 90℃; for 0.1h; modified Paal-Knorr synthesis; microwave heating;98%
With benzene
With toluene
2-amino-benzthiazole
136-95-8

2-amino-benzthiazole

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

2-(tert-butoxycarbonylamino)benzo[d]thiazole

2-(tert-butoxycarbonylamino)benzo[d]thiazole

Conditions
ConditionsYield
With sulfonic acid-functionalized ordered nanoporous Na+-montmorillonite In acetonitrile at 20℃; for 0.166667h; Neat (no solvent);98%
With guanidine hydrochloride In ethanol at 35 - 40℃; for 5.5h;95%
With glycerol at 20℃; for 0.583333h; Green chemistry; chemoselective reaction;93%
2-amino-benzthiazole
136-95-8

2-amino-benzthiazole

ethyl acetoacetate
141-97-9

ethyl acetoacetate

4-nitrobenzaldehdye
555-16-8

4-nitrobenzaldehdye

ethyl 2-methyl-4-(4-nitrophenyl)-4H-benzo[4,5]thiazolo[3,2-a]pyrimidine-3-carboxylate

ethyl 2-methyl-4-(4-nitrophenyl)-4H-benzo[4,5]thiazolo[3,2-a]pyrimidine-3-carboxylate

Conditions
ConditionsYield
With Fe3O4(at)nano-cellulose/TiCl In neat (no solvent) at 70℃; for 0.666667h; Catalytic behavior; Solvent; Reagent/catalyst; Temperature; Green chemistry;98%
With nano-cellulose/BF3/Fe3O4 In neat (no solvent) at 100℃; for 0.75h; Green chemistry;98%
With nano-kaolin/Ti4+/Fe3O4 In neat (no solvent) at 100℃; for 0.5h;98%
2-amino-benzthiazole
136-95-8

2-amino-benzthiazole

ethyl acetoacetate
141-97-9

ethyl acetoacetate

benzaldehyde
100-52-7

benzaldehyde

ethyl 2-methyl-4-(phenyl)-4H-pyrimido[2,1-b][1,3]benzothiazole-3-carboxylate

ethyl 2-methyl-4-(phenyl)-4H-pyrimido[2,1-b][1,3]benzothiazole-3-carboxylate

Conditions
ConditionsYield
With Copper(II) supported graphene quantum dots modified NiFe2O4 nanoparticles In water at 20℃; for 0.666667h; Green chemistry;98%
With nano-TiCl2/cellulose at 70℃; for 1h;97%
With magnesium oxide In acetonitrile for 0.0833333h; Reflux;95%
2-amino-benzthiazole
136-95-8

2-amino-benzthiazole

ethyl acetoacetate
141-97-9

ethyl acetoacetate

4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

ethyl 2-methyl-4-(4-methoxyphenyl)-4H-pyrimido[2,1-b][1,3]benzothiazole-3-carboxylate

ethyl 2-methyl-4-(4-methoxyphenyl)-4H-pyrimido[2,1-b][1,3]benzothiazole-3-carboxylate

Conditions
ConditionsYield
With Copper(II) supported graphene quantum dots modified NiFe2O4 nanoparticles In water at 20℃; for 0.583333h; Green chemistry;98%
With magnesium oxide In acetonitrile for 0.166667h; Reflux;93%
With aminosulfonic acid In ethanol for 0.916667h; Reflux;90%

2-Benzothiazolamine Chemical Properties

The Molecular formula of 2-Benzothiazolamine (136-95-8): C7H6N2S
The Molecular Weight of 2-Benzothiazolamine (136-95-8): 150.2 g/mol
Molecular Structure:
EINECS: 205-268-4
Melting point: 126-129 °C(lit.)
Boiling Point: 307.5 °C at 760 mmHg 
Flash Point: 139.8 °C 
Index of Refraction: 1.763 
Molar Refractivity: 44.8 cm
Molar Volume: 108.5 cm3 
Polarizability: 17.76 10-24 cm3 
Surface Tension: 70.2 dyne/cm 
Density: 1.383 g/cm3 
Enthalpy of Vaporization: 54.81 kJ/mol 
Vapour Pressure: 0.000723 mmHg at 25°C 
Water Solubility: <0.1 g/100 mL at 19 oC
Merck: 14,424
BRN: 116315
IUPAC Name: 1,3-benzothiazol-2-amine
Synonyms: 2(3H)-Benzothiazolimine;2-Iminobenzothiazoline;USAF EK-3941;USAF xr-27;2-amino-benzothiazol;2-Aminobenzthiazole;o-Aminobenzothiazole;u-Aminoben-zothiazole;

2-Benzothiazolamine Uses

 2-Benzothiazolamine (136-95-8) is used as a medicine, dyes intermediates.

2-Benzothiazolamine Toxicity Data With Reference

1.    

mma-sat 2500 µg/plate

    FCTOD7    Food and Chemical Toxicology. 23 (1985),695.
2.    

orl-mus LD50:>1 g/kg

    FSTEAI    Farmaco (Pavia); Scienza e Tecnica. 45 (1990),223.
3.    

ipr-mus LD50:200 mg/kg

    NTIS**    National Technical Information Service. (Springfield, VA 22161) (Formerly U.S. Clearinghouse for Scientific and Technical Information) AD277-689 .
4.    

ivn-mus LD50:126 mg/kg

    JPETAB    Journal of Pharmacology and Experimental Therapeutics. 105 (1952),486.

2-Benzothiazolamine Consensus Reports

Reported in EPA TSCA Inventory.

2-Benzothiazolamine Safety Profile

Low toxicity by ingestion. Poison by intraperitoneal and intravenous routes. Mutation data reported. Dangerous; when heated to decomposition it emits highly toxic fumes of NOx and SOx.
The Hazard Codes of 2-Benzothiazolamine (136-95-8):  Xn,Xi
Hazard Note: Irritant
HS Code: 29342080
The Risk Statements information of 2-Benzothiazolamine (136-95-8):
22:  Harmful if swallowed 
36:  Irritating to the eyes 
The Safety Statements information of 2-Benzothiazolamine (136-95-8):
26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 
RIDADR: UN 2811 6.1/PG 3
WGK Germany: 2
RTECS: DL1050000
Hazard Note: Irritant
HS Code: 29342080
Hazardous Substances Data: 136-95-8(Hazardous Substances Data)

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