2-Chloro-6-methoxybenzothiazole supplier

Name
2-Chloro-6-methoxybenzothiazole
EINECS
CAS No. 2605-14-3
Article Data14
CAS DataBase
Density 1.404 g/cm³
Solubility
Melting Point 54°C
Formula C₈H₆ClNOS
Boiling Point 293.495 °C at 760 mmHg
Molecular Weight 199.661
Flash Point 131.302 °C
Transport Information
Appearance
Safety 26
Risk Codes 22-36
Molecular Structure
Hazard Symbols Xn, Xi
Synonyms 2-Chloro-6-methoxy-1,3-benzothiazole;2-Chloro-6-methoxybenzo[d]thiazole;6-Methoxy-2-chlorobenzothiazole;NSC 118120;
PSA 50.36000
LogP 2.95830

Synthetic route

: 1747-60-0
6-methoxybenzothiazol-2-ylamine

: 2605-14-3
2-chloro-6-(methyloxy)-1,3-benzothiazole

Conditions

Conditions	Yield
With polyethylene glycol; copper dichloride; isopentyl nitrite In acetonitrile at 65℃; for 3h;	83.5%
Stage #1: 6-methoxybenzothiazol-2-ylamine With sodium nitrite In ethanol at 15℃; for 3h; Stage #2: With hydrogenchloride; copper(l) chloride In water at 60℃; for 2h;	78.1%
Stage #1: 6-methoxybenzothiazol-2-ylamine With hydrogenchloride; sodium nitrite In ethanol; water at 15℃; for 3h; Stage #2: With copper(l) chloride In ethanol; water at 60℃; for 2h;	69.5%

: 75-15-0
carbon disulfide

: 104-94-9
4-methoxy-aniline

: 2605-14-3
2-chloro-6-(methyloxy)-1,3-benzothiazole

Conditions

Conditions	Yield
(i) KSCN, Br2, (ii) aq. NaOH, (iii) /BRN= 1098293/, (iv) SO2Cl2; Multistep reaction;

diazotized 6-methoxy-benzothiazol-2-ylamine: diazotized 6-methoxy-benzothiazol-2-ylamine

: 2605-14-3
2-chloro-6-(methyloxy)-1,3-benzothiazole

Conditions

Conditions	Yield
With hydrogenchloride; copper(l) chloride

: 20174-70-3
2-hydrazinyl-6-methoxybenzo[d]thiazole

: 2605-14-3
2-chloro-6-(methyloxy)-1,3-benzothiazole

Conditions

Conditions	Yield
With thionyl chloride at 50℃; for 2h;

: 104-94-9
4-methoxy-aniline

: 2605-14-3
2-chloro-6-(methyloxy)-1,3-benzothiazole

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: bromine; acetic acid / 0.5 h / 0 °C 2: hydrazine hydrochloride; hydrazine hydrate / ethylene glycol / 2 h / 140 °C 3: thionyl chloride / 2 h / 50 °C View Scheme

: 2605-14-3
2-chloro-6-(methyloxy)-1,3-benzothiazole

: 2591-16-4
2-chloro-6-hydroxy-benzothiazole

Conditions

Conditions	Yield
With boron trichloride; tetra-(n-butyl)ammonium iodide In n-heptane; dichloromethane at -78 - 20℃;	95%
With aluminum (III) chloride In toluene at 110℃; for 1.5h;	93%
With boron tribromide In dichloromethane at -10 - 25℃; for 64h;	86%

: 2605-14-3
2-chloro-6-(methyloxy)-1,3-benzothiazole

: 62-53-3
aniline

: 539811-75-1
6-methoxy-N-phenylbenzo[d]thiazol-2-amine

Conditions

Conditions	Yield
at 100℃; for 12h; Inert atmosphere; Schlenk technique; Sealed tube; Green chemistry;	90%

: 2605-14-3
2-chloro-6-(methyloxy)-1,3-benzothiazole

: 536-74-3
phenylacetylene

: 1440509-66-9
C16H11NOS

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In N,N-dimethyl-formamide at 20℃; for 33h; Catalytic behavior; Sonogashira Cross-Coupling; Inert atmosphere; Schlenk technique;	87%

: 2605-14-3
2-chloro-6-(methyloxy)-1,3-benzothiazole

: 45985-24-8, 2226-96-2
TEMPOL

: 4-(6'-methoxy-benzothiazole-2'-yloxy)-1-oxyl-2,2,6,6-tetramethylpiperidine

Conditions

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide at 20℃;	84.6%
With sodium hydride In N,N-dimethyl-formamide at 20℃;	84.6%

: 2605-14-3
2-chloro-6-(methyloxy)-1,3-benzothiazole

: potassium vinyltrifluoroborate

: C10H9NOS

Conditions

Conditions	Yield
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; triethylamine In isopropyl alcohol for 16h; Reflux; Inert atmosphere;	83%

: 2605-14-3
2-chloro-6-(methyloxy)-1,3-benzothiazole

: (R)-phenylglycinol hydrochloride

: (R)-2-((6-methoxybenzo[d]thiazol-2-yl)amino)-2-phenylethan-1-ol

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In 1,2-dichloro-benzene at 195℃; for 48h;	82%

: 4318-42-7
1-(1-methylethyl)piperazine

: 2605-14-3
2-chloro-6-(methyloxy)-1,3-benzothiazole

: 2-(4-isopropylpiperazin-1-yl)-6-methoxybenzothiazole hydrochloride

Conditions

Conditions	Yield
Stage #1: 1-(1-methylethyl)piperazine; 2-chloro-6-(methyloxy)-1,3-benzothiazole at 120℃; for 2h; Stage #2: With sodium hydrogencarbonate In water; ethyl acetate Stage #3: With hydrogenchloride In water; ethyl acetate	80%

: 2605-14-3
2-chloro-6-(methyloxy)-1,3-benzothiazole

: 124-41-4
sodium methylate

: 3507-19-5
2-methoxy-6-methoxybenzothiazole

Conditions

Conditions	Yield
In methanol at 70℃; for 12h; Inert atmosphere;	77.8%

: 2605-14-3
2-chloro-6-(methyloxy)-1,3-benzothiazole

: 960535-17-5
tert-butyl 3-((pyridin-3-yloxy)methyl)piperazine-1-carboxylate

: 1609464-80-3
C23H28N4O4S

Conditions

Conditions	Yield
With palladium diacetate; triphenylphosphine; sodium t-butanolate In toluene at 110℃;	73%

: 2605-14-3
2-chloro-6-(methyloxy)-1,3-benzothiazole

: (R)-2-((R)-amino(phenyl)methyl)-3-methylbutan-1-ol hydrochloride

: C20H22N2OS

Conditions

Conditions	Yield
Stage #1: 2-chloro-6-(methyloxy)-1,3-benzothiazole; (R)-2-((R)-amino(phenyl)methyl)-3-methylbutan-1-ol hydrochloride With N-ethyl-N,N-diisopropylamine In 1,2-dichloro-benzene at 195℃; Stage #2: With methanesulfonyl chloride; triethylamine at 0℃; Stage #3: With isopropyl alcohol In dichloromethane at 40℃;	71%

: 2605-14-3
2-chloro-6-(methyloxy)-1,3-benzothiazole

: 765-30-0
Cyclopropylamine

: C11H12N2OS

Conditions

Conditions	Yield
With triethylamine In 1-methyl-pyrrolidin-2-one at 100℃; for 18h; Inert atmosphere;	71%

: 2605-14-3
2-chloro-6-(methyloxy)-1,3-benzothiazole

: 573711-38-3
3-(4-bromo-2-methyl-2H-pyrazol-3-yl)-phenylamine

: 3-(4-bromo-2-methyl-2H-pyrazol-3-yl)-phenyl-(5-methoxy-benzothiazol-2-yl)-amine

Conditions

Conditions	Yield
In ethanol at 160℃; for 0.333333h;	68.6%

: 2605-14-3
2-chloro-6-(methyloxy)-1,3-benzothiazole

: 1610958-34-3
2-deuterio-6-methoxy-1,3-benzothiazole

Conditions

Conditions	Yield
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; d8-isopropanol; potassium carbonate; bis(dibenzylideneacetone)-palladium(0) In acetonitrile at 100℃; for 2.5h; Inert atmosphere; Microwave irradiation;	68%

: 2605-14-3
2-chloro-6-(methyloxy)-1,3-benzothiazole

: 250275-15-1, 1256094-14-0
tert-butyl (3aR,6aS)-hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate

: 5-(6-methoxybenzothiazol-2-yl)hexahydropyrrolo[3,4-c]pyrrole-2-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
With caesium carbonate In N,N-dimethyl-formamide at 100℃; for 18h; Inert atmosphere;	64%

: 2605-14-3
2-chloro-6-(methyloxy)-1,3-benzothiazole

: 62-53-3
aniline

: 6-methoxy-N-(6-methoxybenzo[d]thiazol-2-yl)-N-phenylbenzo[d]thiazol-2-amine

Conditions

Conditions	Yield
at 100℃; for 12h; Inert atmosphere; Schlenk technique; Sealed tube; Green chemistry;	64%

: 2605-14-3
2-chloro-6-(methyloxy)-1,3-benzothiazole

: 911056-05-8
7-bromo-2-chloro-6-methoxybenzo[d]thiazole

Conditions

Conditions	Yield
With N-Bromosuccinimide In 1-methyl-pyrrolidin-2-one at 20 - 75℃; for 24h;	60%

: 2605-14-3
2-chloro-6-(methyloxy)-1,3-benzothiazole

: 2-(difluoromethoxy)-7-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)quinoxaline

: 2-(2-(difluoromethoxy)-7-methylquinoxalin-5-yl)-6-methoxybenzo[d]thiazole

Conditions

Conditions	Yield
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; sodium carbonate In ethanol; toluene at 20 - 120℃; for 0.5h; Suzuki-Miyaura Coupling; Inert atmosphere; Sealed tube; Microwave irradiation;	55.1%

: 2605-14-3
2-chloro-6-(methyloxy)-1,3-benzothiazole

: 591-87-7
Allyl acetate

: cesium 2-((1-methylcyclohexyl)oxy)-2-oxoacetate

: 2-(6-methoxybenzo[d]thiazol-2-yl)-3-(1-methylcyclohexyl)propyl acetate

Conditions

Conditions	Yield
With (1,2-dimethoxyethane)dichloronickel(II); [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]bis{3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-κN]phenyl-κC}iridium(III) hexafluorophosphate; 4,4'-di-tert-butyl-2,2'-bipyridine In dimethyl sulfoxide at 35℃; for 24h; Sealed tube; Inert atmosphere; Irradiation; regioselective reaction;	53%

...Expand

: 2605-14-3
2-chloro-6-(methyloxy)-1,3-benzothiazole

: 6994-25-8
3-amino-4-pyrazolecarboxylic acid ethyl ester

: 1355241-15-4
3-amino-1-(6-methoxybenzothiazol-2-yl)-1H-pyrazole-4-carboxylic acid ethyl ester

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 50℃; for 30h;	49%

: 2605-14-3
2-chloro-6-(methyloxy)-1,3-benzothiazole

: 1365839-50-4
6-chloro-4-({[(1S)-1,2,2-trimethylpropyl]amino}methyl)-2-pyridinamine

: 1365839-43-5
N-[6-chloro-4-({[(1S)-1,2,2-trimethylpropyl]amino}methyl)-2-pyridinyl]-6-(methoxy)-1,3-benzothiazol-2-amine

Conditions

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide; mineral oil at 20℃; for 24h; Inert atmosphere;	45%

: 2605-14-3
2-chloro-6-(methyloxy)-1,3-benzothiazole

: 1820-80-0
3-aminopyrazole

: 1355241-13-2
1-(6-methoxybenzothiazol-2-yl)-1H-pyrazol-3-ylamine

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 100℃; for 24h;	44%

: 2605-14-3
2-chloro-6-(methyloxy)-1,3-benzothiazole

: 1334294-43-7
6-chloro-4-(4-morpholinylmethyl)-2-pyridinamine

: 1365839-39-9
N-[6-chloro-4-(4-morpholinylmethyl)-2-pyridinyl]-6-(methyloxy)-1,3-benzothiazol-2-amine

Conditions

Conditions	Yield
With sodium t-butanolate In tetrahydrofuran at 20 - 60℃; for 94h;	44%

: 2605-14-3
2-chloro-6-(methyloxy)-1,3-benzothiazole

diisopropyl ether-tetrahydrofuran: diisopropyl ether-tetrahydrofuran

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

Conditions

Conditions	Yield
With trimethylsilyl iodide In diethyl ether; chloroform; dimethyl sulfoxide	42%

: 107-10-8
propylamine

: 2605-14-3
2-chloro-6-(methyloxy)-1,3-benzothiazole

: 6-methoxy-N-propylbenzo[d]thiazol-2-amine

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 70℃; for 15h;	38%

: 2605-14-3
2-chloro-6-(methyloxy)-1,3-benzothiazole

: 924643-90-3
N-{2-[4-(aminosulfonyl)phenyl]ethyl}-3-piperidinecarboxamide

: 1340598-20-0
N-{2-[4-(aminosulfonyl)phenyl]ethyl}-1-[6-(methyloxy)-1,3-benzothiazol-2-yl]-3-piperidinecarboxamide

Conditions

Conditions	Yield
In (+/-)-2-pentanol; acetonitrile at 200℃; for 0.166667h; Microwave irradiation;	35%

: 2605-14-3
2-chloro-6-(methyloxy)-1,3-benzothiazole

: (2-ethylsulfonylphenyl)-piperazin-1-yl-methanone

: (2-ethylsulfonylphenyl)-[4-(6-methoxy-1,3-benzothiazol-2-yl)piperazin-1-yl]methanone

Conditions

Conditions	Yield
With sodium hydrogencarbonate In ethanol; water for 15h; Reflux;	35%

: 2605-14-3
2-chloro-6-(methyloxy)-1,3-benzothiazole

: 1095340-42-3
N-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-1-(thiophen-2-ylsylfonyl)piperidine-4-carboxamide

: 1095340-75-2
N-(4-(6-methoxybenzo[d]thiazol-2-yl)phenyl)-1-(thiophen-2-ylsulfonyl)piperidine-4-carboxamide

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In tetrahydrofuran Suzuki coupling; Reflux;	31%

: 2605-14-3
2-chloro-6-(methyloxy)-1,3-benzothiazole

: 14691-88-4
4-amino-2,2,6,6-tetramethyl-1-piperidine-1-oxyl

: 4-(6'-methoxy-benzo[d]thiazol-2'-amino)-1-oxyl-2,2,6,6-tetramethyl-piperidine

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 110℃; for 18h;	24%
In N,N-dimethyl-formamide at 110℃; for 18h;	24%

: 2605-14-3
2-chloro-6-(methyloxy)-1,3-benzothiazole

: N1-(6-chloro-1,2,3,4-tetrahydroacridin-9-yl)propane-1,3-diamine

: N1-(6-chloro-1,2,3,4-tetrahydroacridin-9-yl)-N3-(6-methoxybenzo[d]thiazol-2-yl)propane-1,3-diamine hydrochloride

Conditions

Conditions	Yield
Stage #1: 2-chloro-6-(methyloxy)-1,3-benzothiazole; N1-(6-chloro-1,2,3,4-tetrahydroacridin-9-yl)propane-1,3-diamine With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 110℃; for 2h; Inert atmosphere; Stage #2: With hydrogenchloride In methanol	20%

2-Chloro-6-methoxybenzothiazole Chemical Properties

Molecular Formula: C₈H₆ClNOS
Molar mass: 199.6573 g/mol
Density: 1.404 g/cm³
Melting point: 54°C
Flash Point: 131.3 °C
Index of Refraction: 1.654
Boiling Point: 293.5 °C at 760 mmHg
Vapour Pressure: 0.00301 mmHg at 25°C
Structure of 2-Chloro-6-methoxybenzothiazole (2605-14-3) :

Synonyms of 2-Chloro-6-methoxybenzothiazole (2605-14-3) : Chloromethoxybenzothiazole ; 2-Chloro-6-methoxy-1,3-benzothiazole ; 2-Chloro-6-methoxybenzo[d]thiazole
Product Categories of 2-Chloro-6-methoxybenzothiazole (2605-14-3) : Heterocycles series;Thiazoles;Halogenated Heterocycles;BENZOTHIAZOLE;Thiazoles Heterocyclic Building Blocks

2-Chloro-6-methoxybenzothiazole Safety Profile

Hazard Note: Irritant
Hazard Codes: Xi,Xn
Risk Statements:
22: Harmful if swallowed
36: Irritating to the eyes
Safety Statements:
22: Do not breathe dust
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice

Product Name

2-Chloro-6-methoxybenzothiazole

Synthetic route

2-Chloro-6-methoxybenzothiazole Chemical Properties

2-Chloro-6-methoxybenzothiazole Safety Profile

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