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2-CYANO-6-HYDROXYBENZOTHIAZOLE
Cas No: 939-69-5
USD $ 1.0-1.0 / Gram 1 Gram 1 Gram/Week Elsa Biotechnology Co.,Ltd. Contact Supplier
2-Cyano-6-hydroxybenzothiazole
Cas No: 939-69-5
USD $ 3.0-3.0 / Kilogram 1 Kilogram 1-100 Metric Ton/Month Dayang Chem (Hangzhou) Co.,Ltd. Contact Supplier
2-Cyano-6-hydroxybenzothiazole
Cas No: 939-69-5
No Data 10 Milligram Amadis Chemical Co., Ltd. Contact Supplier
2-Cyano-6-hydroxybenzothiazole
Cas No: 939-69-5
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6-Hydroxy-1,3-benzothiazole-2-carbonitrile
Cas No: 939-69-5
USD $ 1.0-1.0 / Kilogram 1 Kilogram 2000 Metric Ton/Year Henan Sinotech Import&Export Corporation Contact Supplier
TIANFU-CHEM -2-CYANO-6-HYDROXYBENZOTHIAZOLE
Cas No: 939-69-5
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Cas No: 939-69-5
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BLOOM TECH Advanced API/Technology support 6-Hydroxybenzo[d]thiazole-2-carbonitrile CAS 939-69-5
Cas No: 939-69-5
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939-69-5 2-Cyano-6-hydroxybenzothiazole
Cas No: 939-69-5
USD $ 30.0-40.0 / Gram 1 Gram 1000 Metric Ton/Day WUHAN MULEI NEW MATERIAL CO., LTD Contact Supplier
2-Cyano-6-hydroxybenzothiazole 939-69-5
Cas No: 939-69-5
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939-69-5 Usage

InChI:InChI=1/C8H4N2OS/c9-4-8-10-6-2-1-5(11)3-7(6)12-8/h1-3,11H

939-69-5 Well-known Company Product Price

Brand (Code)Product description CAS number Packaging Price Detail
Aldrich (776823)  6-Hydroxybenzothiazole-2-carbonitrile  96% 939-69-5 776823-500MG 913.77CNY Detail

939-69-5SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name 6-hydroxy-1,3-benzothiazole-2-carbonitrile

1.2 Other means of identification

Product number -
Other names 2-cyano-6-hydroxybenzthiazole

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:939-69-5 SDS

939-69-5Synthetic route

2-cyano-6-methoxybenzothiazole
943-03-3

2-cyano-6-methoxybenzothiazole

2-cyano-6-hydroxybenzothiazole
939-69-5

2-cyano-6-hydroxybenzothiazole

Conditions
ConditionsYield
With pyridine hydrochloride at 200℃;99%
In methanol; hexane; ethyl acetate95%
With pyridine hydrochloride In sulfolane at 180℃; Sealed tube; Inert atmosphere;93%
potassium cyanide

potassium cyanide

diazonium tetrafluoroborate salt of 2-amino-6-hydroxybenzothiazole

diazonium tetrafluoroborate salt of 2-amino-6-hydroxybenzothiazole

2-cyano-6-hydroxybenzothiazole
939-69-5

2-cyano-6-hydroxybenzothiazole

Conditions
ConditionsYield
Stage #1: potassium cyanide With dibenzo-18-crown-6; copper(II) tetrafluroborate hexahydrate; copper(l) cyanide In acetonitrile for 0.25h; Sandmeyer Reaction;
Stage #2: With N,N,N,N,-tetramethylethylenediamine In acetonitrile at 25℃; for 0.5h; Sandmeyer Reaction;
Stage #3: diazonium tetrafluoroborate salt of 2-amino-6-hydroxybenzothiazole In acetonitrile at 25℃; for 1h; Catalytic behavior; Mechanism; Reagent/catalyst; Time; Sandmeyer Reaction; Sealed tube; Inert atmosphere;
90%
6-allyloxybenzothiazole-2-carbonitrile
1198094-60-8

6-allyloxybenzothiazole-2-carbonitrile

2-cyano-6-hydroxybenzothiazole
939-69-5

2-cyano-6-hydroxybenzothiazole

Conditions
ConditionsYield
With sodium tetrahydroborate; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran at 20℃; for 24h; Inert atmosphere;83%
N-(4-chloro-5H-1,2,3-dithiazol-5-ylidene)-4-methoxyaniline
75318-49-9

N-(4-chloro-5H-1,2,3-dithiazol-5-ylidene)-4-methoxyaniline

A

2-cyano-6-hydroxybenzothiazole
939-69-5

2-cyano-6-hydroxybenzothiazole

B

2-cyano-6-methoxybenzothiazole
943-03-3

2-cyano-6-methoxybenzothiazole

Conditions
ConditionsYield
With pyridine hydrochloride In sulfolane at 180℃; for 1h;A 61%
B 20%
4-methoxy-aniline
104-94-9

4-methoxy-aniline

4,5-dichloro-1,2,3-dithiazolium chloride
75318-43-3

4,5-dichloro-1,2,3-dithiazolium chloride

A

2-cyano-6-hydroxybenzothiazole
939-69-5

2-cyano-6-hydroxybenzothiazole

B

2-cyano-6-methoxybenzothiazole
943-03-3

2-cyano-6-methoxybenzothiazole

Conditions
ConditionsYield
Stage #1: 4-methoxy-aniline; 4,5-dichloro-1,2,3-dithiazolium chloride In sulfolane at 40 - 180℃; for 3.33333h; Sealed tube; Inert atmosphere;
Stage #2: With pyridine hydrochloride In sulfolane at 180℃; for 1h; Sealed tube; Inert atmosphere;
A 51%
B 21%
2-chloro-6-(methyloxy)-1,3-benzothiazole
2605-14-3

2-chloro-6-(methyloxy)-1,3-benzothiazole

diisopropyl ether-tetrahydrofuran

diisopropyl ether-tetrahydrofuran

2-cyano-6-hydroxybenzothiazole
939-69-5

2-cyano-6-hydroxybenzothiazole

Conditions
ConditionsYield
With trimethylsilyl iodide In diethyl ether; chloroform; dimethyl sulfoxide42%
6-ethoxy-benzothiazole-2-carbonitrile
91634-13-8

6-ethoxy-benzothiazole-2-carbonitrile

2-cyano-6-hydroxybenzothiazole
939-69-5

2-cyano-6-hydroxybenzothiazole

Conditions
ConditionsYield
With pyridine hydrochloride at 185 - 195℃; for 2h;
6-methoxybenzothiazol-2-ylamine
1747-60-0

6-methoxybenzothiazol-2-ylamine

2-cyano-6-hydroxybenzothiazole
939-69-5

2-cyano-6-hydroxybenzothiazole

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 1.) AcOH, aq. H2SO4, aq. NaNO2, 2.) NaHCO3 / 1.) 1 h, 2.) water, 30 min
2: 81 percent / pyridinium chloride / 0.75 h / 200 °C
View Scheme
Multi-step reaction with 2 steps
1: sodium nitrite / copper(I) chloride / hydrogenchloride; methanol; formic acid; (2S)-N-methyl-1-phenylpropan-2-amine hydrate; water; acetic acid; ethyl acetate
2: trimethylsilyl iodide / diethyl ether; chloroform; dimethyl sulfoxide
View Scheme
6-ethoxybenzothiazole-2-sulfonamide
452-35-7

6-ethoxybenzothiazole-2-sulfonamide

2-cyano-6-hydroxybenzothiazole
939-69-5

2-cyano-6-hydroxybenzothiazole

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: dimethylsulfoxide / 2.5 h / 125 °C
2: Py*HCl / 2 h / 185 - 195 °C
View Scheme
ethyl 4'-methoxyoxanilate
18522-99-1

ethyl 4'-methoxyoxanilate

2-cyano-6-hydroxybenzothiazole
939-69-5

2-cyano-6-hydroxybenzothiazole

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: (i) P2S5, xylene, (ii) K3, aq. NaOH
2: HCl
3: NH3 / methanol
4: POCl3
5: Py*HCl / 200 °C
View Scheme
Multi-step reaction with 5 steps
1: (i) P2S5, xylene, (ii) K3, aq. NaOH
2: methanol; diethyl ether
3: NH3 / methanol
4: POCl3
5: Py*HCl / 200 °C
View Scheme
6-methoxybenzothiazole-2-carboxamide
946-12-3

6-methoxybenzothiazole-2-carboxamide

2-cyano-6-hydroxybenzothiazole
939-69-5

2-cyano-6-hydroxybenzothiazole

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: POCl3
2: Py*HCl / 200 °C
View Scheme
6-methoxybenzo[d]thiazol-2-carboxylic acid
946-13-4

6-methoxybenzo[d]thiazol-2-carboxylic acid

2-cyano-6-hydroxybenzothiazole
939-69-5

2-cyano-6-hydroxybenzothiazole

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: HCl
2: NH3 / methanol
3: POCl3
4: Py*HCl / 200 °C
View Scheme
Multi-step reaction with 4 steps
1: methanol; diethyl ether
2: NH3 / methanol
3: POCl3
4: Py*HCl / 200 °C
View Scheme
6-methoxy-benzothiazole-2-carboxylic acid methyl ester
884-22-0

6-methoxy-benzothiazole-2-carboxylic acid methyl ester

2-cyano-6-hydroxybenzothiazole
939-69-5

2-cyano-6-hydroxybenzothiazole

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: NH3 / methanol
2: POCl3
3: Py*HCl / 200 °C
View Scheme
(4-methoxyphenyl)carbamothioyl cyanide
4968-41-6

(4-methoxyphenyl)carbamothioyl cyanide

2-cyano-6-hydroxybenzothiazole
939-69-5

2-cyano-6-hydroxybenzothiazole

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: copper(l) iodide; tetrabutylammomium bromide; palladium dichloride / dimethyl sulfoxide; N,N-dimethyl-formamide / 3 h / 120 °C / Inert atmosphere
2: pyridine hydrochloride / 1 h / 180 °C / Neat (no solvent); Inert atmosphere
View Scheme
Multi-step reaction with 2 steps
1: palladium dichloride; copper(l) iodide; tetrabutylammomium bromide / N,N-dimethyl-formamide; dimethyl sulfoxide / 2 h / 120 °C
2: pyridine hydrochloride / sulfolane / 180 °C / Sealed tube; Inert atmosphere
View Scheme
Multi-step reaction with 2 steps
1: palladium dichloride; copper(l) iodide; tetrabutylammomium bromide / Inert atmosphere
2: pyridine hydrochloride / Inert atmosphere
View Scheme
4-methoxy-aniline
104-94-9

4-methoxy-aniline

2-cyano-6-hydroxybenzothiazole
939-69-5

2-cyano-6-hydroxybenzothiazole

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: dichloromethane / 1 h / 20 °C / Inert atmosphere
1.2: 20 °C / Inert atmosphere
2.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / -5 °C
3.1: copper(l) iodide; tetrabutylammomium bromide; palladium dichloride / dimethyl sulfoxide; N,N-dimethyl-formamide / 3 h / 120 °C / Inert atmosphere
4.1: pyridine hydrochloride / 1 h / 180 °C / Neat (no solvent); Inert atmosphere
View Scheme
Multi-step reaction with 2 steps
1.1: sulfolane / 3.33 h / 40 - 180 °C / Sealed tube; Inert atmosphere
1.2: 1 h / 180 °C / Sealed tube; Inert atmosphere
2.1: pyridine hydrochloride / sulfolane / 180 °C / Sealed tube; Inert atmosphere
View Scheme
Multi-step reaction with 2 steps
1: dichloromethane / 3 h / 20 °C / Inert atmosphere
2: pyridine hydrochloride / sulfolane / 1 h / 180 °C
View Scheme
Multi-step reaction with 3 steps
1.1: acetonitrile; tetrahydrofuran / 1 h / Inert atmosphere
1.2: 3 h / 20 °C / Inert atmosphere
2.1: palladium dichloride; copper(l) iodide; tetrabutylammomium bromide / N,N-dimethyl-formamide; dimethyl sulfoxide / 2 h / 120 °C
3.1: pyridine hydrochloride / sulfolane / 180 °C / Sealed tube; Inert atmosphere
View Scheme
Multi-step reaction with 3 steps
1: dichloromethane / 3 h / 20 °C / Inert atmosphere
2: pyridine hydrochloride / sulfolane / 1 h / 180 °C
3: pyridine hydrochloride / sulfolane / 180 °C / Sealed tube; Inert atmosphere
View Scheme
N-(4-chloro-5H-1,2,3-dithiazol-5-ylidene)-4-methoxyaniline
75318-49-9

N-(4-chloro-5H-1,2,3-dithiazol-5-ylidene)-4-methoxyaniline

2-cyano-6-hydroxybenzothiazole
939-69-5

2-cyano-6-hydroxybenzothiazole

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / -5 °C
2: copper(l) iodide; tetrabutylammomium bromide; palladium dichloride / dimethyl sulfoxide; N,N-dimethyl-formamide / 3 h / 120 °C / Inert atmosphere
3: pyridine hydrochloride / 1 h / 180 °C / Neat (no solvent); Inert atmosphere
View Scheme
Multi-step reaction with 2 steps
1: pyridine hydrochloride / sulfolane / 1 h / 180 °C
2: pyridine hydrochloride / sulfolane / 180 °C / Sealed tube; Inert atmosphere
View Scheme
Multi-step reaction with 3 steps
1: 1,8-diazabicyclo[5.4.0]undec-7-ene / Inert atmosphere
2: palladium dichloride; copper(l) iodide; tetrabutylammomium bromide / Inert atmosphere
3: pyridine hydrochloride / Inert atmosphere
View Scheme
(4-(((2-cyanobenzo[d]thiazol-6-yl)oxy)methyl)phenyl)boronic acid
1421277-81-7

(4-(((2-cyanobenzo[d]thiazol-6-yl)oxy)methyl)phenyl)boronic acid

2-cyano-6-hydroxybenzothiazole
939-69-5

2-cyano-6-hydroxybenzothiazole

Conditions
ConditionsYield
With dihydrogen peroxide In aq. buffer Kinetics;
p-benzoquinone
106-51-4

p-benzoquinone

2-cyano-6-hydroxybenzothiazole
939-69-5

2-cyano-6-hydroxybenzothiazole

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: hydrogenchloride / ethanol; water / 0.5 h
1.2: 24 h / 25 °C
2.1: sodium acetate / water
3.1: tetrafluoroboric acid; sodium nitrite / water / 1 h / 0 °C
4.1: dibenzo-18-crown-6; copper(II) tetrafluroborate hexahydrate; copper(l) cyanide / acetonitrile / 0.25 h
4.2: 0.5 h / 25 °C
4.3: 1 h / 25 °C / Sealed tube; Inert atmosphere
View Scheme
2-amino-6-hydroxybenzothiazole hydrochloride salt
26278-78-4

2-amino-6-hydroxybenzothiazole hydrochloride salt

2-cyano-6-hydroxybenzothiazole
939-69-5

2-cyano-6-hydroxybenzothiazole

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: sodium acetate / water
2.1: tetrafluoroboric acid; sodium nitrite / water / 1 h / 0 °C
3.1: dibenzo-18-crown-6; copper(II) tetrafluroborate hexahydrate; copper(l) cyanide / acetonitrile / 0.25 h
3.2: 0.5 h / 25 °C
3.3: 1 h / 25 °C / Sealed tube; Inert atmosphere
View Scheme
morpholine
110-91-8

morpholine

formaldehyd
50-00-0

formaldehyd

2-cyano-6-hydroxybenzothiazole
939-69-5

2-cyano-6-hydroxybenzothiazole

6-hydroxy-7-[(morpholin-4-yl)methyl]-1,3-benzothiazole-2-carbonitrile

6-hydroxy-7-[(morpholin-4-yl)methyl]-1,3-benzothiazole-2-carbonitrile

Conditions
ConditionsYield
Stage #1: morpholine; formaldehyd In acetonitrile at 80℃; for 1h;
Stage #2: 2-cyano-6-hydroxybenzothiazole In acetonitrile at 80℃;
98%
allyl bromide
106-95-6

allyl bromide

2-cyano-6-hydroxybenzothiazole
939-69-5

2-cyano-6-hydroxybenzothiazole

6-allyloxybenzothiazole-2-carbonitrile
1198094-60-8

6-allyloxybenzothiazole-2-carbonitrile

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 20h; Inert atmosphere;96%
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 1h; Inert atmosphere;90%
Stage #1: 2-cyano-6-hydroxybenzothiazole With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.25h; Williamson Ether Synthesis;
Stage #2: allyl bromide In N,N-dimethyl-formamide at 70℃;
82%
D-cysteine
921-01-7

D-cysteine

2-cyano-6-hydroxybenzothiazole
939-69-5

2-cyano-6-hydroxybenzothiazole

D-luciferin
2591-17-5

D-luciferin

Conditions
ConditionsYield
In water at 20℃;95%
With ammonia; sodium In methanol; water94%
Stage #1: D-cysteine; 2-cyano-6-hydroxybenzothiazole In aq. buffer for 1h;
Stage #2: With ATP; magnesium chloride; zinc(II) chloride; luciferase In aq. buffer
27%
formaldehyd
50-00-0

formaldehyd

2-cyano-6-hydroxybenzothiazole
939-69-5

2-cyano-6-hydroxybenzothiazole

4-(piperidin-4-yl)morpholine
53617-35-9

4-(piperidin-4-yl)morpholine

6-hydroxy-7-[[4-(morpholin-4-yl)piperidin-1-yl]methyl]-1,3-benzothiazole-2-carbonitrile

6-hydroxy-7-[[4-(morpholin-4-yl)piperidin-1-yl]methyl]-1,3-benzothiazole-2-carbonitrile

Conditions
ConditionsYield
Stage #1: formaldehyd; 4-(piperidin-4-yl)morpholine In acetonitrile at 80℃; for 1h;
Stage #2: 2-cyano-6-hydroxybenzothiazole In acetonitrile at 80℃;
95%
acryloyl chloride
814-68-6

acryloyl chloride

2-cyano-6-hydroxybenzothiazole
939-69-5

2-cyano-6-hydroxybenzothiazole

C11H6N2O2S

C11H6N2O2S

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 5h; Cooling with ice;94.8%
crotonyl chloride
10487-71-5

crotonyl chloride

2-cyano-6-hydroxybenzothiazole
939-69-5

2-cyano-6-hydroxybenzothiazole

2-cyanobenzo[d]thiazol-6-yl but-2-enoate

2-cyanobenzo[d]thiazol-6-yl but-2-enoate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 5h; Cooling with ice;94.7%
With triethylamine In dichloromethane at 20℃; for 1h;94.7%
α-methyl-o-nitrobenzyl bromide
69642-00-8

α-methyl-o-nitrobenzyl bromide

2-cyano-6-hydroxybenzothiazole
939-69-5

2-cyano-6-hydroxybenzothiazole

2-cyano-6-(1-(2-nitrophenyl)ethoxy)benzothiazole
1186015-39-3

2-cyano-6-(1-(2-nitrophenyl)ethoxy)benzothiazole

Conditions
ConditionsYield
With potassium carbonate In acetone Reflux;94.5%
4-bromomethylphenylboronic acid
68162-47-0

4-bromomethylphenylboronic acid

2-cyano-6-hydroxybenzothiazole
939-69-5

2-cyano-6-hydroxybenzothiazole

(4-(((2-cyanobenzo[d]thiazol-6-yl)oxy)methyl)phenyl)boronic acid
1421277-81-7

(4-(((2-cyanobenzo[d]thiazol-6-yl)oxy)methyl)phenyl)boronic acid

Conditions
ConditionsYield
With caesium carbonate In N,N-dimethyl-formamide at 60℃;94%
p-hydroxymethylphenylboronic acid
59016-93-2

p-hydroxymethylphenylboronic acid

2-cyano-6-hydroxybenzothiazole
939-69-5

2-cyano-6-hydroxybenzothiazole

(4-(((2-cyanobenzo[d]thiazol-6-yl)oxy)methyl)phenyl)boronic acid
1421277-81-7

(4-(((2-cyanobenzo[d]thiazol-6-yl)oxy)methyl)phenyl)boronic acid

Conditions
ConditionsYield
With caesium carbonate In N,N-dimethyl-formamide at 60℃;94%
methanol
67-56-1

methanol

2-cyano-6-hydroxybenzothiazole
939-69-5

2-cyano-6-hydroxybenzothiazole

methyl 6-hydroxybenzo[d]thiazole-2-carboxylate
129058-56-6

methyl 6-hydroxybenzo[d]thiazole-2-carboxylate

Conditions
ConditionsYield
With potassium carbonate94%
With potassium carbonate at 20℃; for 24h;94%
t-butyl (S)-2-((t-butoxycarbonyl)amino)-5-((4-(hydroxymethyl)phenyl)amino)-5-oxopentanoate

t-butyl (S)-2-((t-butoxycarbonyl)amino)-5-((4-(hydroxymethyl)phenyl)amino)-5-oxopentanoate

2-cyano-6-hydroxybenzothiazole
939-69-5

2-cyano-6-hydroxybenzothiazole

C29H34N4O6S

C29H34N4O6S

Conditions
ConditionsYield
Stage #1: t-butyl (S)-2-((t-butoxycarbonyl)amino)-5-((4-(hydroxymethyl)phenyl)amino)-5-oxopentanoate With triethylamine; p-toluenesulfonyl chloride In dichloromethane at 0℃; for 2.5h; Inert atmosphere;
Stage #2: 2-cyano-6-hydroxybenzothiazole With potassium carbonate; sodium iodide In acetonitrile at 85℃; for 5h; Inert atmosphere;
92%
formaldehyd
50-00-0

formaldehyd

dimethyl amine
124-40-3

dimethyl amine

2-cyano-6-hydroxybenzothiazole
939-69-5

2-cyano-6-hydroxybenzothiazole

7-[(dimethylamino)methyl]-6-hydroxy-1,3-benzothiazole-2-carbonitrile

7-[(dimethylamino)methyl]-6-hydroxy-1,3-benzothiazole-2-carbonitrile

Conditions
ConditionsYield
Stage #1: formaldehyd; dimethyl amine In acetonitrile at 80℃; for 1h;
Stage #2: 2-cyano-6-hydroxybenzothiazole In acetonitrile at 80℃;
91%
propargyl bromide
106-96-7

propargyl bromide

2-cyano-6-hydroxybenzothiazole
939-69-5

2-cyano-6-hydroxybenzothiazole

6-(prop-2-ynyloxy)benzo[d]thiazole-2-carbonitrile
1429468-55-2

6-(prop-2-ynyloxy)benzo[d]thiazole-2-carbonitrile

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 20℃;91%
2-nitrophenylmethyl bromide
3958-60-9

2-nitrophenylmethyl bromide

2-cyano-6-hydroxybenzothiazole
939-69-5

2-cyano-6-hydroxybenzothiazole

2-cyano-6-(2-nitrobenzyloxy)benzothiazole
1186015-37-1

2-cyano-6-(2-nitrobenzyloxy)benzothiazole

Conditions
ConditionsYield
With potassium carbonate In acetone for 1h; Reflux;90%
2,6-bis-(bromomethyl)pyridine
7703-74-4

2,6-bis-(bromomethyl)pyridine

2-cyano-6-hydroxybenzothiazole
939-69-5

2-cyano-6-hydroxybenzothiazole

6-((6-(bromomethyl)pyridin-2-yl)methoxy)benzo[d]thiazole-2-carbonitrile

6-((6-(bromomethyl)pyridin-2-yl)methoxy)benzo[d]thiazole-2-carbonitrile

Conditions
ConditionsYield
With caesium carbonate In tetrahydrofuran at 50℃;89%
With caesium carbonate In tetrahydrofuran at 50℃; for 16h;69%
6-nitroveratrylbromide
53413-67-5

6-nitroveratrylbromide

2-cyano-6-hydroxybenzothiazole
939-69-5

2-cyano-6-hydroxybenzothiazole

2-cyano-6-(4,5-dimethoxy-2-nitrobenzyloxy)benzothiazole
1186015-38-2

2-cyano-6-(4,5-dimethoxy-2-nitrobenzyloxy)benzothiazole

Conditions
ConditionsYield
With potassium carbonate In acetone Reflux;88.6%
2-(trimethylsilyl)ethyl 4-(1-bromoethyl)-3-nitrobenzoate
1072106-27-4

2-(trimethylsilyl)ethyl 4-(1-bromoethyl)-3-nitrobenzoate

2-cyano-6-hydroxybenzothiazole
939-69-5

2-cyano-6-hydroxybenzothiazole

2-(trimethylsilyl)ethyl-4-(1-(2-cyanobenzo[d]thiazol-6-yloxy)ethyl)-3-nitrobenzoate
1379604-39-3

2-(trimethylsilyl)ethyl-4-(1-(2-cyanobenzo[d]thiazol-6-yloxy)ethyl)-3-nitrobenzoate

Conditions
ConditionsYield
With potassium carbonate In acetone for 2h; Reflux;88%
levulinic acid
123-76-2

levulinic acid

2-cyano-6-hydroxybenzothiazole
939-69-5

2-cyano-6-hydroxybenzothiazole

2-cyanobenzo[d]thiazol-6-yl 4-oxopentanoate

2-cyanobenzo[d]thiazol-6-yl 4-oxopentanoate

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0℃; for 2h;87.3%
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 20℃; for 2h;67.3%
Hexanoyl chloride
142-61-0

Hexanoyl chloride

2-cyano-6-hydroxybenzothiazole
939-69-5

2-cyano-6-hydroxybenzothiazole

2-cyano-6-(hexanoyloxy)benzothiazole

2-cyano-6-(hexanoyloxy)benzothiazole

Conditions
ConditionsYield
With pyridine In dichloromethane for 0.333333h; Ambient temperature;87%
2-cyano-6-hydroxybenzothiazole
939-69-5

2-cyano-6-hydroxybenzothiazole

2-(1H-tetrazol-5-yl)benzo[d]thiazol-6-ol
1609122-28-2

2-(1H-tetrazol-5-yl)benzo[d]thiazol-6-ol

Conditions
ConditionsYield
With sodium azide; water; zinc(II) chloride at 25℃; for 24h; Micellar solution;87%
With sodium azide; zinc(II) chloride In water at 25℃; for 24h;87%
D-cysteine hydrochloride
32443-99-5

D-cysteine hydrochloride

2-cyano-6-hydroxybenzothiazole
939-69-5

2-cyano-6-hydroxybenzothiazole

D-luciferin
2591-17-5

D-luciferin

Conditions
ConditionsYield
With potassium carbonate In methanol; water for 0.333333h; Inert atmosphere;86%
With potassium carbonate In water; acetonitrile at 20℃; for 0.333333h;86%
With potassium carbonate In methanol; water for 0.0833333h; Yield given;
With potassium carbonate In methanol for 8h; Concentration; Reagent/catalyst; Inert atmosphere;22.76g
2-cyano-6-hydroxybenzothiazole
939-69-5

2-cyano-6-hydroxybenzothiazole

n-hexadecanoyl chloride
112-67-4

n-hexadecanoyl chloride

2-cyano-6-(palmitoyloxy)benzothiazole

2-cyano-6-(palmitoyloxy)benzothiazole

Conditions
ConditionsYield
With pyridine In dichloromethane for 0.333333h; Ambient temperature;86%
3-(dimethylamino)propyl chloride hydrochloride
5407-04-5

3-(dimethylamino)propyl chloride hydrochloride

2-cyano-6-hydroxybenzothiazole
939-69-5

2-cyano-6-hydroxybenzothiazole

6-(3-dimethylaminopropoxy)-2-cyanobenzothiazole

6-(3-dimethylaminopropoxy)-2-cyanobenzothiazole

Conditions
ConditionsYield
With potassium carbonate; sodium iodide In acetone Heating;86%
With potassium carbonate; sodium iodide In acetone Reflux;86%
bis(pentafluorophenyl)carbonate
59483-84-0

bis(pentafluorophenyl)carbonate

N-[(CH2)3-COO-t-Bu]-N’-Boc-N’-methyl-ethylenediamine

N-[(CH2)3-COO-t-Bu]-N’-Boc-N’-methyl-ethylenediamine

2-cyano-6-hydroxybenzothiazole
939-69-5

2-cyano-6-hydroxybenzothiazole

N-[(CH2)3COO-t-Bu]-N’-Boc-N’-methyl-ethylenediamine 6-hydroxybenzo[d]thiazole-2-carbonitrilecarbamate

N-[(CH2)3COO-t-Bu]-N’-Boc-N’-methyl-ethylenediamine 6-hydroxybenzo[d]thiazole-2-carbonitrilecarbamate

Conditions
ConditionsYield
Stage #1: bis(pentafluorophenyl)carbonate; 2-cyano-6-hydroxybenzothiazole With triethylamine In tetrahydrofuran at 20℃; for 0.5h; Inert atmosphere;
Stage #2: N-[(CH2)3-COO-t-Bu]-N’-Boc-N’-methyl-ethylenediamine In tetrahydrofuran at 20℃; for 2h;
86%
bromoacetic acid tert-butyl ester
5292-43-3

bromoacetic acid tert-butyl ester

2-cyano-6-hydroxybenzothiazole
939-69-5

2-cyano-6-hydroxybenzothiazole

tert-butyl 2-((2-cyanobenzo[d]thiazol-6-yl)oxy)acetate

tert-butyl 2-((2-cyanobenzo[d]thiazol-6-yl)oxy)acetate

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 100℃;86%
With potassium carbonate; sodium iodide In acetone Reflux;78%
l-cysteine hydrochloride
52-89-1

l-cysteine hydrochloride

2-cyano-6-hydroxybenzothiazole
939-69-5

2-cyano-6-hydroxybenzothiazole

D-luciferin
2591-17-5

D-luciferin

Conditions
ConditionsYield
Stage #1: l-cysteine hydrochloride; 2-cyano-6-hydroxybenzothiazole In methanol; water at 20℃; for 0.0833333h; Inert atmosphere;
Stage #2: With potassium carbonate In methanol; water at 20℃; for 0.333333h; Inert atmosphere;
86%
With potassium carbonate In methanol; dichloromethane; water for 0.166667h; Cooling with ice;80%
5-nitro-2-toluenesulfonyl chloride
21320-90-1

5-nitro-2-toluenesulfonyl chloride

2-cyano-6-hydroxybenzothiazole
939-69-5

2-cyano-6-hydroxybenzothiazole

2-cyanobenzothiazol-6-yl 2-methyl-4-nitrobenzenesulfonate

2-cyanobenzothiazol-6-yl 2-methyl-4-nitrobenzenesulfonate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 3h;85%
With triethylamine In dichloromethane at 20℃; for 3h;85%
2-nitro-5-methylbenzenesulfonyl chloride
173908-60-6

2-nitro-5-methylbenzenesulfonyl chloride

2-cyano-6-hydroxybenzothiazole
939-69-5

2-cyano-6-hydroxybenzothiazole

2-cyanobenzothiazol-6-yl 2-nitro-5-methylbenzenesulfonate
918400-80-3

2-cyanobenzothiazol-6-yl 2-nitro-5-methylbenzenesulfonate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 3h;85%

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