Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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℃; |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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; |
Conditions | Yield |
---|---|
In isopropyl alcohol at 45℃; for 1.33333h; Temperature; | 93% |
2-nitrobenzothiazole
2-amino-benzthiazole
Conditions | Yield |
---|---|
With triethylamine In water at 80℃; for 6h; Inert atmosphere; Green chemistry; chemoselective reaction; | 92% |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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
di(1H-imidazol-1-yl)methanimine
2-amino-benzthiazole
Conditions | Yield |
---|---|
In tetrahydrofuran at 20℃; for 12h; | 71% |
Conditions | Yield |
---|---|
With lithium bromide In 1,4-dioxane at 100 - 105℃; for 1h; | 68% |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
With bromine In acetic acid at 30℃; for 10h; | 60% |
Conditions | Yield |
---|---|
With N,N,N,N,-tetramethylethylenediamine; oxygen In acetonitrile at 60℃; for 1h; | 57% |
2-amino-benzthiazole
Conditions | Yield |
---|---|
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
2-amino-benzthiazole
Conditions | Yield |
---|---|
With 1-azidostyrene In tetrahydrofuran for 2h; from -78 deg.C to room temp.; | 53% |
N-(2-chlorophenyl)thiazol-2-amine
2-amino-benzthiazole
Conditions | Yield |
---|---|
With sodium hydroxide In water; tert-butyl alcohol for 29h; Irradiation; | 47% |
Conditions | Yield |
---|---|
With zinc(II) acetate dihydrate In neat (no solvent) at 120℃; under 7600.51 Torr; for 18h; Autoclave; Inert atmosphere; Green chemistry; | 45% |
A
2-amino-benzthiazole
B
3-(2-thienyl)-2-propenoic acid
Conditions | Yield |
---|---|
With sodium hydroxide In ethanol for 1h; Reflux; | A 43% B 32% |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
In water; tert-butyl alcohol at 20 - 25℃; for 6h; Irradiation; DRL-400 mercury lamp (400 W); | A 34% B n/a |
N,N'-(disulfanediylbis(2,1-phenylene))bis(4-methylbenzenesulfonamide)
A
2-amino-benzthiazole
Conditions | Yield |
---|---|
With N,N,N,N,-tetramethylethylenediamine In acetonitrile at 60℃; | A n/a B 23% |
Conditions | Yield |
---|---|
With ammonium hydroxide; ammonium bisulfite at 150℃; |
Conditions | Yield |
---|---|
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
2-amino-benzthiazole
Conditions | Yield |
---|---|
With hydrogenchloride at 165℃; im Rohr; |
Conditions | Yield |
---|---|
at 150℃; |
Conditions | Yield |
---|---|
With hydrogenchloride at 125 - 130℃; im Rohr; |
Conditions | Yield |
---|---|
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℃; |
Conditions | Yield |
---|---|
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
3-Methylbenzoyl chloride
N-(benzo[d]thiazol-2-yl)-3-methylbenzamide
Conditions | Yield |
---|---|
With pyridine at 60℃; for 16h; Inert atmosphere; Sealed tube; | 100% |
With pyridine at 60℃; for 16h; | 90% |
2-amino-benzthiazole
trimethylsilyl cyanide
tert-butyl 3-formylpyrrolidine-1-carboxylate
Conditions | Yield |
---|---|
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
4-hydroxy-1-tosylpyrrolidine-2-carboxylic acid
Conditions | Yield |
---|---|
With boric acid In toluene for 6h; Dean-Stark; Reflux; Green chemistry; | 100% |
2-amino-benzthiazole
Conditions | Yield |
---|---|
With boric acid In toluene for 6h; Dean-Stark; Reflux; Green chemistry; | 100% |
2-amino-benzthiazole
1-(4-nitrophenylsulphonyl)pyrrolidine-2-carboxylic acid
Conditions | Yield |
---|---|
With boric acid In toluene for 6h; Dean-Stark; Reflux; Green chemistry; | 99.98% |
2-amino-benzthiazole
L-N-tosyl-proline
Conditions | Yield |
---|---|
With boric acid In toluene for 6h; Dean-Stark; Reflux; Green chemistry; | 99.98% |
2-amino-benzthiazole
Conditions | Yield |
---|---|
With boric acid In toluene for 6h; Dean-Stark; Reflux; Green chemistry; | 99.96% |
2-amino-benzthiazole
Conditions | Yield |
---|---|
With boric acid In toluene for 6h; Dean-Stark; Reflux; Green chemistry; | 99.87% |
2-amino-benzthiazole
N-benzenesulfonyl-L-proline
Conditions | Yield |
---|---|
With boric acid In toluene for 6h; Dean-Stark; Reflux; Green chemistry; | 99.82% |
2-amino-benzthiazole
Conditions | Yield |
---|---|
With boric acid In toluene for 6h; Dean-Stark; Reflux; Green chemistry; | 99.33% |
2-amino-benzthiazole
chloroacetyl chloride
N-benzothiazol-2-yl-2-chloroacetamide
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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
alpha-(3-methylphenoxy)acetophenone
Conditions | Yield |
---|---|
With iodine In 1,2-dichloro-ethane at 100℃; for 0.5h; | 99% |
Conditions | Yield |
---|---|
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
benzenesulfonyl chloride
N-(benzo[d]thiazol-2-yl)benzenesulfonamide
Conditions | Yield |
---|---|
With pyridine for 1h; Heating; | 98.9% |
With pyridine at 0℃; for 2h; Inert atmosphere; | 87% |
In pyridine | 52% |
With pyridine |
2-amino-benzthiazole
Conditions | Yield |
---|---|
With boric acid In toluene for 6h; Dean-Stark; Reflux; Green chemistry; | 98.66% |
Conditions | Yield |
---|---|
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
ethyl acetoacetate
4-chlorobenzaldehyde
ethyl 4-(4-chlorophenyl)-2-methyl-4H-benzo[4,5]thiazolo[3,2-a]pyrimidine-3-carboxylate
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
With pyridine for 12h; | 98% |
In pyridine | 87% |
In pyridine for 2h; Ambient temperature; | 80% |
2-amino-benzthiazole
2,5-hexanedione
1-(benzothiazol-2-yl)-2,5-dimethyl-1H-pyrrole
Conditions | Yield |
---|---|
montmorillonite K-10 at 90℃; for 0.1h; modified Paal-Knorr synthesis; microwave heating; | 98% |
With benzene | |
With toluene |
2-amino-benzthiazole
di-tert-butyl dicarbonate
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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% |
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 cm3
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 (136-95-8) is used as a medicine, dyes intermediates.
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. |
Reported in EPA TSCA Inventory.
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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