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2-Amino-6-chlorobenzothiazole 95-24-9 with purity >99% Low price in stock
- Molecular Formula: C7H5 Cl N2 S
- Molecular Weight: 184.649
- Appearance/Colour: Off-white powder.
- Melting Point: 197-201 ºC
- Refractive Index: 1.6100 (estimate)
- Boiling Point: 344.3 ºC at 760 mmHg
- PKA: 3.30±0.10(Predicted)
- Flash Point: 162 ºC
- PSA: 67.15000
- Density: 1.532 g/cm3
- LogP: 3.11310
2-Amino-6-chlorobenzothiazole(Cas 95-24-9) Usage
|
General Description |
2-amino-6-chloro-benzothiazole on microwave irradiation in the presence of 1-butyl-3-methylimidazolium and inorganic anions yields fluorinated benzothiazolo[2,3-b]quinazoline-2H-ones analogues. It has synergistic effect on inhibitive performance of propargyl alcohol during corrosion of mild steel in boiling HCl solution. |
InChI:InChI=1/C7H5ClN2S/c8-4-1-2-5-6(3-4)11-7(9)10-5/h1-3H,(H2,9,10)
95-24-9 Relevant articles
Novel benzothiazole hydrazine carboxamide hybrid scaffolds as potential in vitro GABA AT enzyme inhibitors: Synthesis, molecular docking and antiepileptic evaluation
Jamal Gilani, Sadaf,Zaheen Hassan, Mohd.,Sarim Imam, Syed,Kala, Chandra,Prakash Dixit, Surya
, p. 1825 - 1830 (2019)
In the present study, a series of newer ...
Synthesis and insecticidal evaluation of novel sulfide-containing amide derivatives as potential ryanodine receptor modulators
Zhang, Yan,Li, Yuxin,Li, Huan,Shang, Junfeng,Li, Zhengming,Wang, Baolei
supporting information, p. 501 - 507 (2021/06/15)
With the aim of discovering new bioactiv...
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.
, (2021/10/04)
Treatment of a variety of substituted an...
Synthesis and anticonvulsant evaluation of indoline derivatives of functionalized aryloxadiazole amine and benzothiazole acetamide
Akhtar, Md Jawaid,Debnath, Biplab,Grover, Gourav,Nath, Rajarshi,Pathania, Shelly,Shahar Yar, M.
, (2020/12/25)
A series of N-(substituted benzothiazole...
Discovery of Potent Carbonic Anhydrase Inhibitors as Effective Anticonvulsant Agents: Drug Design, Synthesis, and in Vitro and in Vivo Investigations
Mishra, Chandra Bhushan,Kumari, Shikha,Angeli, Andrea,Bua, Silvia,Mongre, Raj Kumar,Tiwari, Manisha,Supuran, Claudiu T.
, p. 3100 - 3114 (2021/04/12)
Two sets of benzenesulfonamide-based eff...
95-24-9 Process route
-
-
106-47-8
4-chloro-aniline
-
-
95-24-9
6-chloro-2-aminobenzothiazole
| Conditions | Yield |
|---|---|
|
4-chloro-aniline;
With
potassium thioacyanate;
In
acetic acid;
at 20 ℃;
for 1h;
Enzymatic reaction;
With
bromine;
at -5 - 20 ℃;
for 9h;
|
80%
|
|
Multi-step reaction
with
2
steps
2: Br2
/ CHCl3
With
bromine;
In
chloroform;
|
|
|
Multi-step reaction
with
2
steps
1.1: hydrogenchloride / water / 0.5 h / Reflux
1.2: 4 h / Reflux
2.1: bromine / chloroform / 5 °C / Reflux
With
hydrogenchloride; bromine;
In
chloroform; water;
|
|
|
Multi-step reaction
with
2
steps
1: bromine; acetic acid / water / 0 - 10 °C
2: hydrogenchloride / water / 2 h / Reflux
With
hydrogenchloride; bromine; acetic acid;
In
water;
|
|
|
Multi-step reaction
with
2
steps
1: bromine / acetic acid / 1 h / 0 - 10 °C
2: hydrogenchloride; water / 2 h / Reflux
With
hydrogenchloride; water; bromine;
In
acetic acid;
|
|
|
Multi-step reaction
with
2
steps
1: hydrogenchloride / water
2: bromine / chloroform
With
hydrogenchloride; bromine;
In
chloroform; water;
|
|
|
Multi-step reaction
with
2
steps
1: bromine / acetic acid / 20 °C / Cooling with ice
2: ammonium hydroxide / water / pH 11
With
ammonium hydroxide; bromine;
In
water; acetic acid;
|
|
|
Multi-step reaction
with
2
steps
1.1: hydrogenchloride / water / 0.5 h / Reflux
1.2: 4 h / Reflux
2.1: bromine / chloroform / 4 h / 5 °C
With
hydrogenchloride; bromine;
In
chloroform; water;
|
|
|
Multi-step reaction
with
4
steps
1: hydrogenchloride / water / 0.5 h / Heating
2: water / Reflux
3: bromine / chloroform / 4 h
4: ammonia / ethanol
With
hydrogenchloride; ammonia; bromine;
In
ethanol; chloroform; water;
|
|
|
Multi-step reaction
with
2
steps
1.1: acetic acid / Cooling with ice
1.2: 10 - 20 °C
2.1: ammonium hydroxide / water
With
ammonium hydroxide; acetic acid;
In
water;
|
|
|
Multi-step reaction
with
2
steps
1: hydrogenchloride
2: bromine / Reflux
With
hydrogenchloride; bromine;
|
|
|
Multi-step reaction
with
2
steps
1: trifluoroacetic acid / Isopropyl acetate / 16 h / Reflux
2: acetic acid; lithium bromide; bromine / 40 °C
With
bromine; acetic acid; trifluoroacetic acid; lithium bromide;
In
Isopropyl acetate;
|
|
|
Multi-step reaction
with
2
steps
1: acetic acid / 4 h
2: acetic acid; bromine / 2 h / 0 - 15 °C
With
bromine; acetic acid;
|
|
|
Multi-step reaction
with
2
steps
1: hydrogenchloride / chlorobenzene; water / 6 h / 70 - 100 °C / Cooling with ice
2: bromine / water; chloroform / 9 h / 50 - 70 °C
With
hydrogenchloride; bromine;
In
chloroform; water; chlorobenzene;
|
|
|
Multi-step reaction
with
2
steps
1: hydrogenchloride / water / Heating
2: bromine / chloroform / Reflux
With
hydrogenchloride; bromine;
In
chloroform; water;
|
|
|
Multi-step reaction
with
2
steps
1: hydrogenchloride / Heating
2: bromine / 0 - 5 °C
With
hydrogenchloride; bromine;
|
|
|
Multi-step reaction
with
2
steps
1.1: sulfuric acid / chlorobenzene / 0 - 70 °C
1.2: 6 h / 100 °C
2.1: bromine / chloroform / 9 h / 70 °C
With
sulfuric acid; bromine;
In
chloroform; chlorobenzene;
|
-
-
333-20-0
potassium thioacyanate
-
-
106-47-8
4-chloro-aniline
-
-
95-24-9
6-chloro-2-aminobenzothiazole
| Conditions | Yield |
|---|---|
|
With
sodium iodide dichloride;
at 70 ℃;
for 2h;
|
99%
|
|
potassium thioacyanate; 4-chloro-aniline;
With
nano-BF3/SiO2;
In
acetonitrile;
for 0.5h;
Cooling with ice;
With
bromine;
In
acetonitrile;
at 0 - 20 ℃;
for 5h;
|
93%
|
|
With
6-methylbenzothiazol-2-ylamine; N,N,N,N,-tetramethylethylenediamine; oxygen; copper(II) bis(trifluoromethanesulfonate);
In
dimethyl sulfoxide;
at 100 ℃;
for 24h;
regioselective reaction;
|
90%
|
|
potassium thioacyanate; 4-chloro-aniline;
With
acetic acid;
at 15 - 20 ℃;
for 2h;
With
bromine; acetic acid;
at 15 - 20 ℃;
|
85%
|
|
With
bromine;
at 10 ℃;
for 3h;
|
85%
|
|
potassium thioacyanate; 4-chloro-aniline;
With
bromine; acetic acid;
at 0 - 10 ℃;
for 3h;
With
ammonium hydroxide;
In
water;
|
84%
|
|
With
tetra-N-butylammonium tribromide;
for 0.0666667h;
Microwave irradiation;
neat (no solvent);
|
80%
|
|
With
bromine;
In
acetic acid;
at 0 - 10 ℃;
|
78%
|
|
With
bromine;
In
acetic acid;
for 3h;
|
74%
|
|
potassium thioacyanate; 4-chloro-aniline;
With
bromine;
In
acetic acid;
at 10 ℃;
for 3h;
With
ammonium hydroxide;
In
water;
|
74%
|
|
potassium thioacyanate; 4-chloro-aniline;
With
acetic acid;
at 20 ℃;
Cooling with ice;
With
ammonium hydroxide;
In
water;
pH=11;
|
72%
|
|
potassium thioacyanate; 4-chloro-aniline;
With
bromine; acetic acid;
at -10 - 20 ℃;
for 12.5h;
With
ammonium hydroxide;
In
water;
pH=11;
Heating;
|
68.5%
|
|
With
bromine; acetic acid;
at 10 - 20 ℃;
for 3h;
|
57.58%
|
|
With
sodium iodide dichloride;
In
water; dimethyl sulfoxide;
for 10h;
|
50%
|
|
With
bromine; acetic acid;
at 25 - 35 ℃;
for 20h;
|
42%
|
|
With
ammonium hydroxide; bromine; acetic acid;
Multistep reaction;
|
|
|
With
bromine;
In
acetic acid;
at 30 - 35 ℃;
|
|
|
With
bromine; acetic acid;
at 10 ℃;
Cooling with ice;
|
|
|
potassium thioacyanate; 4-chloro-aniline;
With
bromine; acetic acid;
at 10 ℃;
With
ammonia;
In
water;
|
|
|
potassium thioacyanate; 4-chloro-aniline;
With
bromine;
In
acetic acid;
at 18 - 25 ℃;
for 1h;
With
ammonia;
In
water;
pH=11 - 12;
|
|
|
With
bromine; acetic acid;
at 0 - 20 ℃;
for 13.75h;
|
|
|
potassium thioacyanate; 4-chloro-aniline;
With
bromine; acetic acid;
at 0 - 10 ℃;
With
ammonia;
In
water;
|
|
|
potassium thioacyanate; 4-chloro-aniline;
With
bromine; acetic acid;
at 5 ℃;
for 2.5h;
With
ammonia;
In
water;
Heating;
|
|
|
potassium thioacyanate; 4-chloro-aniline;
With
bromine; acetic acid;
at 10 ℃;
for 3h;
With
ammonia;
In
water;
Heating;
|
|
|
With
bromine; acetic acid;
at 10 - 20 ℃;
|
|
|
With
bromine; acetic acid;
|
|
|
With
bromine; acetic acid;
at 10 ℃;
for 3h;
|
|
|
With
bromine; acetic acid;
at 35 ℃;
for 10h;
|
|
|
With
bromine; acetic acid;
at -10 - 0 ℃;
for 4h;
|
|
|
potassium thioacyanate; 4-chloro-aniline;
In
acetic acid;
Cooling with ice;
With
bromine;
In
acetic acid;
at 10 - 20 ℃;
|
|
|
With
bromine; acetic acid;
for 3h;
chemoselective reaction;
Cooling;
|
|
|
potassium thioacyanate; 4-chloro-aniline;
With
bromine; acetic acid;
With
ammonia;
In
water;
|
|
|
potassium thioacyanate; 4-chloro-aniline;
With
bromine; acetic acid;
at 0 - 5 ℃;
for 3h;
With
ammonia;
In
water; acetic acid;
|
|
|
potassium thioacyanate; 4-chloro-aniline;
With
bromine; acetic acid;
at 20 ℃;
Cooling with ice;
With
ammonium hydroxide;
pH=11;
|
|
|
With
bromine; acetic acid;
at 10 - 20 ℃;
|
|
|
potassium thioacyanate; 4-chloro-aniline;
With
bromine; acetic acid;
at 10 - 20 ℃;
With
ammonium hydroxide;
In
water;
pH=11;
|
|
|
With
bromine;
In
acetic acid;
Cooling with ice;
|
|
|
With
bromine;
|
|
|
With
bromine; acetic acid;
at 0 - 20 ℃;
|
|
|
With
bromine;
|
|
|
With
formic acid; chlorine;
|
|
|
With
bromine; acetic acid;
at 10 ℃;
|
|
|
With
bromine; acetic acid;
|
|
|
With
malic acid;
at 20 ℃;
for 6h;
Irradiation;
Green chemistry;
|
|
|
With
bromine; acetic acid;
|
|
|
With
bromine; acetic acid;
at 0 - 5 ℃;
for 12h;
|
95-24-9 Upstream products
-
136-95-8
2-amino-benzthiazole
-
5407-51-2
benzothiazole-2,6-diamine
-
333-20-0
potassium thioacyanate
-
106-47-8
4-chloro-aniline
95-24-9 Downstream products
-
103028-29-1
2-bromo-propionic acid-(6-chloro-benzothiazol-2-ylamide)
-
1819-51-8
N-phenyl-N'-(6-chloro)benzothiazolylthiocarbamide
-
58199-49-8
6-chloro-3-methyl-3H -benzothiazol-2-ylideneamine
-
34551-19-4
6-chloro-N-methylbenzo[d]thiazol-2-amine