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93-85-6 Usage

Chemical Properties

Light brown powder

Check Digit Verification of cas no

The CAS Registry Mumber 93-85-6 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 9 and 3 respectively; the second part has 2 digits, 8 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 93-85:
(4*9)+(3*3)+(2*8)+(1*5)=66
66 % 10 = 6
So 93-85-6 is a valid CAS Registry Number.
InChI:InChI=1/C8H6N2O2S/c9-8-10-5-2-1-4(7(11)12)3-6(5)13-8/h1-3H,(H2,9,10)(H,11,12)/p-1

93-85-6 Well-known Company Product Price

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  • Alfa Aesar

  • (H31512)  2-Aminobenzothiazole-6-carboxylic acid, 95%   

  • 93-85-6

  • 1g

  • 607.0CNY

  • Detail
  • Alfa Aesar

  • (H31512)  2-Aminobenzothiazole-6-carboxylic acid, 95%   

  • 93-85-6

  • 5g

  • 1433.0CNY

  • Detail

93-85-6SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 14, 2017

Revision Date: Aug 14, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-Aminobenzothiazole-6-Carboxylic Acid

1.2 Other means of identification

Product number -
Other names 2-amino-1,3-benzothiazole-6-carboxylic 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:93-85-6 SDS

93-85-6Synthetic route

potassium thioacyanate
333-20-0

potassium thioacyanate

4-amino-benzoic acid
150-13-0

4-amino-benzoic acid

2-aminobenzothiazole-6-carboxylic acid
93-85-6

2-aminobenzothiazole-6-carboxylic acid

Conditions
ConditionsYield
With sodium iodide dichloride at 70℃; for 10h;97%
With bromine In acetic acid for 2h;68%
Stage #1: potassium thioacyanate; 4-amino-benzoic acid With bromine In methanol
Stage #2: With hydrogenchloride In methanol
4-amino-3-thiocyanatobenzonitrile
68867-21-0

4-amino-3-thiocyanatobenzonitrile

2-aminobenzothiazole-6-carboxylic acid
93-85-6

2-aminobenzothiazole-6-carboxylic acid

Conditions
ConditionsYield
With hydrogenchloride; water at 100℃; for 6h;59%
With hydrogenchloride; water at 100℃; for 6h;59%
With hydrogenchloride In water at 100℃; for 6h;59%
sodium thiocyanide
540-72-7

sodium thiocyanide

4-amino-benzoic acid
150-13-0

4-amino-benzoic acid

2-aminobenzothiazole-6-carboxylic acid
93-85-6

2-aminobenzothiazole-6-carboxylic acid

Conditions
ConditionsYield
With bromine In methanol at -10 - -5℃; for 2h;42%
2-aminobenzo[d]thiazole-6-carboxylic acid methyl ester
66947-92-0

2-aminobenzo[d]thiazole-6-carboxylic acid methyl ester

2-aminobenzothiazole-6-carboxylic acid
93-85-6

2-aminobenzothiazole-6-carboxylic acid

Conditions
ConditionsYield
With sodium hydroxide In ethanol at 20℃; for 4h;33%
N-(6-methylbenzo[d]thiazol-2-yl)acetamide
20600-51-5

N-(6-methylbenzo[d]thiazol-2-yl)acetamide

2-aminobenzothiazole-6-carboxylic acid
93-85-6

2-aminobenzothiazole-6-carboxylic acid

Conditions
ConditionsYield
With potassium permanganate; water; magnesium sulfate Erwaermen des Reaktionsprodukts mit wss. H2SO4;
ethyl 2-aminobenzothiazole-6-carboxylate
50850-93-6

ethyl 2-aminobenzothiazole-6-carboxylate

2-aminobenzothiazole-6-carboxylic acid
93-85-6

2-aminobenzothiazole-6-carboxylic acid

Conditions
ConditionsYield
With hydrogenchloride
With hydrogenchloride Heating;
With LiOH In 1,4-dioxane; water
With LiOH In 1,4-dioxane; water
ammonium thiocyanate
1147550-11-5

ammonium thiocyanate

4-amino-benzoic acid
150-13-0

4-amino-benzoic acid

2-aminobenzothiazole-6-carboxylic acid
93-85-6

2-aminobenzothiazole-6-carboxylic acid

Conditions
ConditionsYield
With bromine; acetic acid Erhitzen des Reaktionsprodukts mit wss. HCl;
copper(II) thiocyanate
15192-76-4

copper(II) thiocyanate

4-amino-benzoic acid
150-13-0

4-amino-benzoic acid

2-aminobenzothiazole-6-carboxylic acid
93-85-6

2-aminobenzothiazole-6-carboxylic acid

Conditions
ConditionsYield
With acetic acid
6-methylbenzothiazol-2-ylamine
2536-91-6

6-methylbenzothiazol-2-ylamine

2-aminobenzothiazole-6-carboxylic acid
93-85-6

2-aminobenzothiazole-6-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
2: KMnO4; MgSO4; H2O / Erwaermen des Reaktionsprodukts mit wss. H2SO4
View Scheme
4-thioureidobenzoic acid ethyl ester
23051-16-3

4-thioureidobenzoic acid ethyl ester

2-aminobenzothiazole-6-carboxylic acid
93-85-6

2-aminobenzothiazole-6-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: bromine; chloroform / Behandeln des Reaktionsprodukts mit schwefliger Saeure
2: hydrochloric acid
View Scheme
p-aminoethylbenzoate
94-09-7

p-aminoethylbenzoate

2-aminobenzothiazole-6-carboxylic acid
93-85-6

2-aminobenzothiazole-6-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: (i) Br2, AcOH, (ii) aq. Na2CO3
2: aq. HCl / Heating
View Scheme
ammonium thiocyanate

ammonium thiocyanate

4-amino-benzoic acid
150-13-0

4-amino-benzoic acid

2-aminobenzothiazole-6-carboxylic acid
93-85-6

2-aminobenzothiazole-6-carboxylic acid

Conditions
ConditionsYield
With sodium hydroxide; bromine In water; acetic acid
4-amino-benzoic acid
150-13-0

4-amino-benzoic acid

2-aminobenzothiazole-6-carboxylic acid
93-85-6

2-aminobenzothiazole-6-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: bromine; acetic acid / water / 0 - 10 °C
2: hydrogenchloride / water / 2 h / Reflux
View Scheme
Multi-step reaction with 2 steps
1: bromine / acetic acid / 1 h / 0 - 10 °C
2: hydrogenchloride; water / 2 h / Reflux
View Scheme
4-Aminobenzonitrile
873-74-5

4-Aminobenzonitrile

2-aminobenzothiazole-6-carboxylic acid
93-85-6

2-aminobenzothiazole-6-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: acetic acid / 3.5 h / 20 °C / Cooling with ice
2: hydrogenchloride; water / 6 h / 100 °C
View Scheme
Multi-step reaction with 2 steps
1: acetic acid; bromine / 3.5 h / 20 °C / Cooling with ice
2: hydrogenchloride / water / 6 h / 100 °C
View Scheme
4-amino-3-thiocyanatobenzoic acid
18330-64-8

4-amino-3-thiocyanatobenzoic acid

2-aminobenzothiazole-6-carboxylic acid
93-85-6

2-aminobenzothiazole-6-carboxylic acid

Conditions
ConditionsYield
With hydrogenchloride In water for 2h; Reflux;
With hydrogenchloride; water for 2h; Reflux;
2-aminobenzothiazole-6-carboxylic acid
93-85-6

2-aminobenzothiazole-6-carboxylic acid

4-amino-3-mercaptobenzoic acid zinc salt

4-amino-3-mercaptobenzoic acid zinc salt

Conditions
ConditionsYield
Stage #1: 2-aminobenzothiazole-6-carboxylic acid With potassium hydroxide; water for 3h; Heating / reflux;
Stage #2: With hydrogenchloride In water at 20℃;
Stage #3: With zinc(II) chloride In water
98%
2-aminobenzothiazole-6-carboxylic acid
93-85-6

2-aminobenzothiazole-6-carboxylic acid

benzylamine
100-46-9

benzylamine

2-amino-N-benzylbenzo[d]thiazole-6-carboxamide

2-amino-N-benzylbenzo[d]thiazole-6-carboxamide

Conditions
ConditionsYield
Stage #1: 2-aminobenzothiazole-6-carboxylic acid With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; triethylamine In N,N-dimethyl-formamide for 0.0333333h;
Stage #2: benzylamine In N,N-dimethyl-formamide at 20℃; for 18h;
88%
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 0 - 20℃; for 24h;65%
2-aminobenzothiazole-6-carboxylic acid
93-85-6

2-aminobenzothiazole-6-carboxylic acid

C15H11BrCl2OS
1280582-87-7

C15H11BrCl2OS

2-(2,4-dichlorophenyl)-3-[4-(methylsulfanyl)phenyl]imidazo[2,1-b][1,3]benzothiazole-7-carboxylic acid
1370023-99-6

2-(2,4-dichlorophenyl)-3-[4-(methylsulfanyl)phenyl]imidazo[2,1-b][1,3]benzothiazole-7-carboxylic acid

Conditions
ConditionsYield
In ethanol Reflux;85.67%
Stage #1: 2-aminobenzothiazole-6-carboxylic acid; C15H11BrCl2OS In ethanol Reflux;
Stage #2: With phosphorus pentoxide In ethanol Reflux;
85.67%
2-bromo-1,2-bis(4-methoxyphenyl)ethanone
27895-95-0

2-bromo-1,2-bis(4-methoxyphenyl)ethanone

2-aminobenzothiazole-6-carboxylic acid
93-85-6

2-aminobenzothiazole-6-carboxylic acid

2,3-bis(4-methoxyphenyl)imidazo[2,1-b][1,3]benzothiazole-7-carboxylic acid
1280582-32-2

2,3-bis(4-methoxyphenyl)imidazo[2,1-b][1,3]benzothiazole-7-carboxylic acid

Conditions
ConditionsYield
In ethanol Reflux;83.55%
Stage #1: 2-bromo-1,2-bis(4-methoxyphenyl)ethanone; 2-aminobenzothiazole-6-carboxylic acid In ethanol Reflux;
Stage #2: With phosphorus pentoxide In ethanol Reflux;
83.55%
2-bromo-1-(4''-(methylthio)phenyl)-2-(4'-methoxyphenyl)-1-ethanone

2-bromo-1-(4''-(methylthio)phenyl)-2-(4'-methoxyphenyl)-1-ethanone

2-aminobenzothiazole-6-carboxylic acid
93-85-6

2-aminobenzothiazole-6-carboxylic acid

2-(4-methoxyphenyl)-3-[4-(methylsulfanyl) phenyl]imidazo[2,1-b][1,3]benzothiazole-7-carboxylic acid
1370409-52-1

2-(4-methoxyphenyl)-3-[4-(methylsulfanyl) phenyl]imidazo[2,1-b][1,3]benzothiazole-7-carboxylic acid

Conditions
ConditionsYield
In ethanol Reflux;82.9%
Stage #1: 2-bromo-1-(4''-(methylthio)phenyl)-2-(4'-methoxyphenyl)-1-ethanone; 2-aminobenzothiazole-6-carboxylic acid In ethanol Reflux;
Stage #2: With phosphorus pentoxide In ethanol Reflux;
82.9%
2-aminobenzothiazole-6-carboxylic acid
93-85-6

2-aminobenzothiazole-6-carboxylic acid

chloroacetyl chloride
79-04-9

chloroacetyl chloride

2-(2-chloroacetylamino)benzothiazole-6-carboxylic acid

2-(2-chloroacetylamino)benzothiazole-6-carboxylic acid

Conditions
ConditionsYield
With potassium carbonate In chloroform for 12h; Heating;81%
isonipecotic acid methyl ester
2971-79-1

isonipecotic acid methyl ester

2-aminobenzothiazole-6-carboxylic acid
93-85-6

2-aminobenzothiazole-6-carboxylic acid

methyl 1-(2-aminobenzo[d]thiazole-6-carbonyl)piperidine-4-carboxylate

methyl 1-(2-aminobenzo[d]thiazole-6-carbonyl)piperidine-4-carboxylate

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 0 - 20℃; for 24h;81%
2-aminobenzothiazole-6-carboxylic acid
93-85-6

2-aminobenzothiazole-6-carboxylic acid

C15H12BrClO2
1280582-79-7

C15H12BrClO2

2-(2-chlorophenyl)-3-(4-methoxyphenyl)-2,3-dihydroimidazo[2,1-b][1,3]benzothiazole-7-carboxylic acid
1370409-59-8

2-(2-chlorophenyl)-3-(4-methoxyphenyl)-2,3-dihydroimidazo[2,1-b][1,3]benzothiazole-7-carboxylic acid

Conditions
ConditionsYield
In ethanol Reflux;78.29%
Stage #1: 2-aminobenzothiazole-6-carboxylic acid; C15H12BrClO2 In ethanol Reflux;
Stage #2: With phosphorus pentoxide In ethanol Reflux;
78.29%
2-aminobenzothiazole-6-carboxylic acid
93-85-6

2-aminobenzothiazole-6-carboxylic acid

acetic anhydride
108-24-7

acetic anhydride

2-acetamidobenzo[d]thiazole-6-carboxylic acid
100817-94-5

2-acetamidobenzo[d]thiazole-6-carboxylic acid

Conditions
ConditionsYield
With pyridine for 2h; Heating;76%
methanol
67-56-1

methanol

2-aminobenzothiazole-6-carboxylic acid
93-85-6

2-aminobenzothiazole-6-carboxylic acid

2-aminobenzo[d]thiazole-6-carboxylic acid methyl ester
66947-92-0

2-aminobenzo[d]thiazole-6-carboxylic acid methyl ester

Conditions
ConditionsYield
With dmap; diazomethyl-trimethyl-silane In tetrahydrofuran; hexane at 20℃;75%
sulfuric acid
3,4,5-trimethoxybenzylamine
18638-99-8

3,4,5-trimethoxybenzylamine

2-aminobenzothiazole-6-carboxylic acid
93-85-6

2-aminobenzothiazole-6-carboxylic acid

2-amino-N-(3,4,5-trimethoxybenzyl)benzo[d]thiazole-6-carboxamide

2-amino-N-(3,4,5-trimethoxybenzyl)benzo[d]thiazole-6-carboxamide

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 0 - 20℃; for 24h;74%
2-aminobenzothiazole-6-carboxylic acid
93-85-6

2-aminobenzothiazole-6-carboxylic acid

C15H12BrClOS
1280582-80-0

C15H12BrClOS

2-(2-chlorophenyl)-3-[4-(methylsulfanyl) phenyl]-2,3-dihydroimidazo[2,1-b][1,3]benzothiazole-7-carboxylic acid
1370025-25-4

2-(2-chlorophenyl)-3-[4-(methylsulfanyl) phenyl]-2,3-dihydroimidazo[2,1-b][1,3]benzothiazole-7-carboxylic acid

Conditions
ConditionsYield
In ethanol Reflux;72.6%
Stage #1: 2-aminobenzothiazole-6-carboxylic acid; C15H12BrClOS In ethanol Reflux;
Stage #2: With phosphorus pentoxide In ethanol Reflux;
72.6%
2-aminobenzothiazole-6-carboxylic acid
93-85-6

2-aminobenzothiazole-6-carboxylic acid

2-(aminomethyl)-5-((4-methoxybenzyl)oxy)-4H-pyran-4-one

2-(aminomethyl)-5-((4-methoxybenzyl)oxy)-4H-pyran-4-one

2-amino-N-((5-((4-methoxybenzyl)oxy)-4-oxo-4H-pyran-2-yl)methyl)benzo[d]thiazole-6-carboxamide

2-amino-N-((5-((4-methoxybenzyl)oxy)-4-oxo-4H-pyran-2-yl)methyl)benzo[d]thiazole-6-carboxamide

Conditions
ConditionsYield
With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃;72.4%
2-aminobenzothiazole-6-carboxylic acid
93-85-6

2-aminobenzothiazole-6-carboxylic acid

isopropyl alcohol
67-63-0

isopropyl alcohol

isopropyl 2-aminobenzo[d]thiazole-6-carboxylate
134949-38-5

isopropyl 2-aminobenzo[d]thiazole-6-carboxylate

Conditions
ConditionsYield
With sulfuric acid at 0℃; for 24h; Reflux;71%
2-aminobenzothiazole-6-carboxylic acid
93-85-6

2-aminobenzothiazole-6-carboxylic acid

Benzhydrylamine
91-00-9

Benzhydrylamine

2-amino-N-benzhydrylbenzo[d]thiazole-6-carboxamide

2-amino-N-benzhydrylbenzo[d]thiazole-6-carboxamide

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 0 - 20℃; for 24h;70%
2-aminobenzothiazole-6-carboxylic acid
93-85-6

2-aminobenzothiazole-6-carboxylic acid

4-amino-3-mercaptobenzoic acid
14543-45-4

4-amino-3-mercaptobenzoic acid

Conditions
ConditionsYield
Stage #1: 2-aminobenzothiazole-6-carboxylic acid With water; potassium hydroxide for 24h; Inert atmosphere; Reflux;
Stage #2: With hydrogenchloride In water Cooling with ice;
67.9%
Stage #1: 2-aminobenzothiazole-6-carboxylic acid With water; potassium hydroxide for 24h; Inert atmosphere; Reflux;
Stage #2: With hydrogenchloride In water Cooling with ice;
67.9%
With potassium hydroxide In water for 24h; Inert atmosphere; Reflux;67.9%
With water; potassium hydroxide for 3h; Reflux;66.1%
With potassium hydroxide In water
2-aminobenzothiazole-6-carboxylic acid
93-85-6

2-aminobenzothiazole-6-carboxylic acid

C15H11BrCl2O
1280582-84-4

C15H11BrCl2O

2-(2,4-dichlorophenyl)-3-(4-methylphenyl)imidazo[2,1-b][1,3]benzothiazole-7-carboxylic acid
1370024-36-4

2-(2,4-dichlorophenyl)-3-(4-methylphenyl)imidazo[2,1-b][1,3]benzothiazole-7-carboxylic acid

Conditions
ConditionsYield
In ethanol Reflux;66.3%
Stage #1: 2-aminobenzothiazole-6-carboxylic acid; C15H11BrCl2O In ethanol Reflux;
Stage #2: With phosphorus pentoxide In ethanol Reflux;
66.3%
2-aminobenzothiazole-6-carboxylic acid
93-85-6

2-aminobenzothiazole-6-carboxylic acid

C15H11BrCl2O2
1280582-86-6

C15H11BrCl2O2

2-(2,4-dichlorophenyl)-3-(4-methoxyphenyl)imidazo[2,1-b][1,3]benzothiazole-7-carboxylic acid
1370409-53-2

2-(2,4-dichlorophenyl)-3-(4-methoxyphenyl)imidazo[2,1-b][1,3]benzothiazole-7-carboxylic acid

Conditions
ConditionsYield
In ethanol Reflux;65.46%
Stage #1: 2-aminobenzothiazole-6-carboxylic acid; C15H11BrCl2O2 In ethanol Reflux;
Stage #2: With phosphorus pentoxide In ethanol Reflux;
65.46%
2-aminobenzothiazole-6-carboxylic acid
93-85-6

2-aminobenzothiazole-6-carboxylic acid

3-[methyl(phenyl)amino]propyl acetate

3-[methyl(phenyl)amino]propyl acetate

2-[(E)-(4-{[3-(acetyloxy)propyl](methyl)amino}phenyl)diazenyl]-1,3-benzothiazole-6-carboxylic acid

2-[(E)-(4-{[3-(acetyloxy)propyl](methyl)amino}phenyl)diazenyl]-1,3-benzothiazole-6-carboxylic acid

Conditions
ConditionsYield
Stage #1: 2-aminobenzothiazole-6-carboxylic acid With nitrosylsulfuric acid In acetic acid; propionic acid at 0 - 20℃; for 4.08333h;
Stage #2: 3-[methyl(phenyl)amino]propyl acetate With aminosulfonic acid In methanol; water; acetic acid; propionic acid at 0 - 4℃; for 1.08333h;
64%
7‐(4‐bromobutoxy)‐5‐hydroxy‐2‐phenyl‐4H‐chromen‐4‐one
873302-27-3

7‐(4‐bromobutoxy)‐5‐hydroxy‐2‐phenyl‐4H‐chromen‐4‐one

2-aminobenzothiazole-6-carboxylic acid
93-85-6

2-aminobenzothiazole-6-carboxylic acid

2-(4-(5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yloxy)butylamino)benzo[d]thiazole-6-carboxylic acid

2-(4-(5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yloxy)butylamino)benzo[d]thiazole-6-carboxylic acid

Conditions
ConditionsYield
In acetonitrile Reflux;61%
2-aminobenzothiazole-6-carboxylic acid
93-85-6

2-aminobenzothiazole-6-carboxylic acid

3,4-dichlorobenzyl amine
102-49-8

3,4-dichlorobenzyl amine

2-amino-N-(3,4-dichlorobenzyl)benzo[d]thiazole-6-carboxamide

2-amino-N-(3,4-dichlorobenzyl)benzo[d]thiazole-6-carboxamide

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 0 - 20℃; for 24h;61%
2-aminobenzothiazole-6-carboxylic acid
93-85-6

2-aminobenzothiazole-6-carboxylic acid

benzyl bromide
100-39-0

benzyl bromide

benzyl 2-aminobenzo[d]thiazole-6-carboxylate

benzyl 2-aminobenzo[d]thiazole-6-carboxylate

Conditions
ConditionsYield
In acetonitrile at 20℃; for 18h;61%
tryptamine
61-54-1

tryptamine

2-aminobenzothiazole-6-carboxylic acid
93-85-6

2-aminobenzothiazole-6-carboxylic acid

N-(2-(1H-indol-3-yl)ethyl)-2-aminobenzo[d]thiazole-6-carboxamide

N-(2-(1H-indol-3-yl)ethyl)-2-aminobenzo[d]thiazole-6-carboxamide

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 0 - 20℃; for 24h;59%
2-aminobenzothiazole-6-carboxylic acid
93-85-6

2-aminobenzothiazole-6-carboxylic acid

2ClH*C6H7NO

2ClH*C6H7NO

6-(benzo[d]oxazol-2-yl)benzo[d]thiazol-2-amine

6-(benzo[d]oxazol-2-yl)benzo[d]thiazol-2-amine

Conditions
ConditionsYield
With Eaton′s Reagent for 8h; Reflux;56%
2-aminobenzothiazole-6-carboxylic acid
93-85-6

2-aminobenzothiazole-6-carboxylic acid

2-Bromo-4'-methoxyacetophenone
2632-13-5

2-Bromo-4'-methoxyacetophenone

4-(4-methoxyphenyl)-7-thia-2,5-diazatricyclo[6.4.0.02,6] dodeca-1(8),3,5,9,11-pentaene-10-carboxylic acid

4-(4-methoxyphenyl)-7-thia-2,5-diazatricyclo[6.4.0.02,6] dodeca-1(8),3,5,9,11-pentaene-10-carboxylic acid

Conditions
ConditionsYield
In 2-methoxy-ethanol at 40 - 140℃; for 43h;55%
2-aminobenzothiazole-6-carboxylic acid
93-85-6

2-aminobenzothiazole-6-carboxylic acid

methyl 4-(aminomethyl)benzoate
18469-52-8

methyl 4-(aminomethyl)benzoate

methyl 4-((2-aminobenzo[d]thiazole-6-carboxamido)methyl)benzoate

methyl 4-((2-aminobenzo[d]thiazole-6-carboxamido)methyl)benzoate

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 0 - 20℃; for 24h;53%
2-aminobenzothiazole-6-carboxylic acid
93-85-6

2-aminobenzothiazole-6-carboxylic acid

tert–butyl (2–aminophenyl)carbamate
146651-75-4

tert–butyl (2–aminophenyl)carbamate

{2-[(2-amino-benzothiazole-6-carbonyl)-amino]-phenyl}-carbamic acid tert-butyl ester
866000-85-3

{2-[(2-amino-benzothiazole-6-carbonyl)-amino]-phenyl}-carbamic acid tert-butyl ester

Conditions
ConditionsYield
With BOP; triethylamine In DMF (N,N-dimethyl-formamide) at 20℃;52%

93-85-6Relevant articles and documents

An efficient one-pot synthesis of 2-aminobenzothiazoles from substituted anilines using benzyltrimethylammonium dichloroiodate and ammonium thiocyanate in DMSO:H2O

Dass, Reuben,Peterson, Matt A.

supporting information, (2021/10/04)

Treatment of a variety of substituted anilines with benzyltrimethylammonium dichloroiodate (1.2 equiv) and ammonium thiocyanate (1.0 equiv) in DMSO:H2O (9:1) at 70 °C gave the corresponding 2-aminobenzothiazoles in excellent isolated yields (75–97%; ave. yield for all substrates = 90%). The reaction worked well for 2(4)-mono-, 2,4-di-, or 3,4,5-tri-substituted anilines, and a wide range of both electron donating groups (MeO, HO, CF3O, Me) and electron withdrawing groups (NO2, CN, CO2Et, CO2H, Cl, F) were well tolerated. This method provides a useful alternative to other methods that are either less efficient (requiring 3–7 fold equivalents of reagents) or utilize highly toxic and corrosive liquid Br2 as the oxidizing agent.

Dye compounds

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Page/Page column 64-65, (2019/11/26)

The present invention relates to dye compounds represented by Formulae I and II, which are described in the specification. The dye compounds of the present invention have markedly improved quantum yields and emit strong fluorescence compared to existing cyanine dyes. Due to these advantages, the dye compounds of the present invention can find applications in various fields, for example, as probes for various biological systems where optical imaging is required. Particularly, the dye compounds of the present invention can be used as mitotrackers capable of labeling and tracking mitochondria. Therefore, the dye compounds of the present invention can be used to quantitatively image mitochondria in live tissues and cells. Furthermore, the dye compounds of the present invention can be applied as pH probes for measuring the pH of live cells.

Chrysin-benzothiazole conjugates as antioxidant and anticancer agents

Mistry, Bhupendra M.,Patel, Rahul V.,Keum, Young-Soo,Kim, Doo Hwan

supporting information, p. 5561 - 5565 (2015/11/17)

7-(4-Bromobutoxy)-5-hydroxy-2-phenyl-4H-chromen-4-one, obtained from chrysin with 1,4-dibromobutane, was combined with a wide range of 6-substituted 2-aminobenzthiazoles, which had been prepared from the corresponding anilines with potassium thiocyanate. Free radical scavenging efficacies of newer analogues were measured using DPPH and ABTS assays, in addition to the assessment of their anticancer activity against cervical cancer cell lines (HeLa and CaSki) and ovarian cancer cell line (SK-OV-3) implementing the SRB assay. Cytotoxicity of titled compounds was checked using Madin-Darby canine kidney (MDCK) non-cancer cell line. Overall, 6a-r indicated remarkable antioxidant power as DPPH and ABTS+ scavengers; particularly the presence of halogen(s) (6g, 6h, 6j-6l) was favourable with IC50 values comparable to the control ascorbic acid. Unsubstituted benzothiazole ring favored the activity of resultant compounds (6a and 6r) against HeLa cell line, whereas presence of chlorine (6g) or a di-fluoro group (6k) was a key to exert strong action against CaSki. Moreover, a mono-fluoro (6j) and a ketonic functionality (6o) were beneficial to display anticipated anticancer effects against ovarian cancer cell line SK-OV-3. The structural assignments of the new products were done on the basis of IR, 1H NMR, 13C NMR spectroscopy and elemental analysis.

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