ChemicalBook > CAS DataBase List > 2-Cyano-6-methoxybenzothiazole
2-Cyano-6-methoxybenzothiazole
Uses- Product Name
- 2-Cyano-6-methoxybenzothiazole
- CAS No.
- 943-03-3
- Chemical Name
- 2-Cyano-6-methoxybenzothiazole
- Synonyms
- NSC 377382;2-CYANO-6-METHOXYBENZOTIAZOLE;6-Methoxy-2-cyanobenzothiazole;2-CYANO-6-METHOXYBENZOTHIAZOLE;2-Cyano-6-methaxybenzothiazole;2-cyano-6-methoxy benzothiozale;2-Cyano-6-methoxybenzothiazole,99%;2-Cyano-6-methoxybenzothiazole >2-CYANO-6-METHOXY BENZOTHIAZOLE 98%;2-Cyano-6-methoxybenzothiazole ,98%
- CBNumber
- CB8467670
- Molecular Formula
- C9H6N2OS
- Formula Weight
- 190.22
- MOL File
- 943-03-3.mol
More
Less
2-Cyano-6-methoxybenzothiazole Property
- Melting point:
- 129-131 °C (lit.)
- Boiling point:
- 334.9±34.0 °C(Predicted)
- Density
- 1.2938 (rough estimate)
- refractive index
- 1.6800 (estimate)
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- chloroform: soluble5%, clear, colorless to faintly yellow
- pka
- -1.49±0.10(Predicted)
- form
- Crystalline Powder
- color
- Off-white to light yellow
- InChI
- InChI=1S/C9H6N2OS/c1-12-6-2-3-7-8(4-6)13-9(5-10)11-7/h2-4H,1H3
- InChIKey
- DEWDWBYQOFXKIH-UHFFFAOYSA-N
- SMILES
- S1C2=CC(OC)=CC=C2N=C1C#N
- CAS DataBase Reference
- 943-03-3(CAS DataBase Reference)
More
Less
Safety
- Hazard Codes
- Xn,Xi
- Risk Statements
- 20/21/22-36/37/38
- Safety Statements
- 26-36-36/37
- RIDADR
- 3439
- WGK Germany
- 3
- HS Code
- 29341000
More
Less
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
More
Less
N-Bromosuccinimide Price
Sigma-Aldrich
- Product number
- 261858
- Product name
- 2-Cyano-6-methoxybenzothiazole
- Purity
- 99%
- Packaging
- 1g
- Price
- $120
- Updated
- 2024/03/01
TCI Chemical
- Product number
- C1176
- Product name
- 2-Cyano-6-methoxybenzothiazole
- Purity
- >97.0%(GC)
- Packaging
- 1g
- Price
- $102
- Updated
- 2024/03/01
Alfa Aesar
- Product number
- H51082
- Product name
- 6-Methoxybenzothiazole-2-carbonitrile
- Purity
- 99%
- Packaging
- 1g
- Price
- $108.65
- Updated
- 2024/03/01
Alfa Aesar
- Product number
- H51082
- Product name
- 6-Methoxybenzothiazole-2-carbonitrile
- Purity
- 99%
- Packaging
- 5g
- Price
- $523.65
- Updated
- 2024/03/01
TRC
- Product number
- C981840
- Product name
- 2-Cyano-6-methoxybenzothiazole
- Packaging
- 5g
- Price
- $150
- Updated
- 2021/12/16
More
Less
2-Cyano-6-methoxybenzothiazole Chemical Properties,Usage,Production
Uses
2-Cyano-6-methoxybenzothiazole is a key intermediate in the synthesis of fireflys’ luciferol, the light emitting chemical. Also a reactant in the preparation of 1,2,4-Oxadiazole EthR inhibitors used in the effort to improve the sensitivity of the human pathogen mycobacterium tuberculosis.
Chemical Properties
off-white to light yellow crystalline powder
Uses
Luciferin intermediate.
Uses
2-Cyano-6-methoxybenzothiazole has been used in the synthesis of:
- firefly luciferin via condensation with cysteine
- luciferin β-glycosides, substrates for novel ultrasensitive enzyme assays
Synthesis
Typical routes to 2-cyano-6-methoxybenzothiazole include the classical Rosenmund-von Braun and Sandmeyer reactions. These methods proceed with low atom economy and require toxic reagents such as KCN, NaCN, Zn(CN)2, or TMSCN, which are also challenging to handle in a large-scale synthesis. Shahmoradi et al. introduced a Cu-catalyzed cyanation of 2-iodo-6-methoxybenzothiazole to synthesize 2-cyano-6-methoxybenzothiazole. K4[Fe(CN)6] was applied as a source of cyanide, and CuI in the presence of N, N N′, N′-tetramethylethylenediamine (TMEDA) was used as part of the catalyst system. 2-Amino-6-methoxybenzothiazole as a starting material was synthesized from p-anisidine as shown below and subsequently converted into 2-iodo-6-methoxybenzothiazole using a simple and efficient one-pot sequential diazotization-iodination method. The one-pot cyanation of 2-iodo-6-methoxybenzothiazole to 2-cyano-6-methoxybenzothiazole was achieved using 0.25 mmol of K4[Fe(CN)6], 0.25 mmol of CuI and 3 mmol of TMEDA in acetonitrile at 160°C. In addition, 1 mmol of mystril trimethyl bromide (MTMAB) was used as a phase transfer agent. The presence of a phase-transfer catalyst is essential for a successful cyanation reaction. Under these conditions, 2-cyano-6-methoxybenzothiazole was produced in a 90% yield[1].
References
[1] Ghasem Shahmoradi, S. Amani. “Synthesis, characterization and computational studies of 2-cyano-6-methoxybenzothiazole as a firefly-luciferin precursor.” Heterocyclic Communications 24 1 (2018): 255–258.
2-Cyano-6-methoxybenzothiazole Preparation Products And Raw materials
Raw materials
Copper(I) Cyanide
Sodium thiocyanate
Sodium chloride
Sodium nitrite
p-Anisidine
Diethyl ether
Hydrochloric acid
Sodium bicarbonate
Government regulation
Dichloromethane
Acetic acid
Dimethyl sulfoxide
Sodium hydroxide
Magnesium sulfate
PETROLEUM ETHER
POTASSIUM CYANIDE
Preparation Products
More
Less
2-Cyano-6-methoxybenzothiazole Suppliers
- Tel
- 18511709189
- sales@hechemist.com
- Country
- China
- ProdList
- 3436
- Advantage
- 58
- Tel
- 15658431660
- 1412549832@qq.com
- Country
- China
- ProdList
- 13
- Advantage
- 58
- Tel
- 18051745768 18051745768
- Suzhouhongxiong@163.com
- Country
- China
- ProdList
- 100
- Advantage
- 58
- Tel
- 13921092594
- gardepharm@163.com
- Country
- China
- ProdList
- 173
- Advantage
- 58
- Tel
- 010-82848833 400-666-7788
- Fax
- 86-10-82849933
- jkinfo@jkchemical.com
- Country
- China
- ProdList
- 94838
- Advantage
- 76
- Tel
- 4006608290; 18621169109
- Fax
- 86-21-61259102
- market03@meryer.com
- Country
- China
- ProdList
- 40241
- Advantage
- 62
- Tel
- 400-6106006
- Fax
- 021-67582001/03/05
- saleschina@alfa-asia.com
- Country
- China
- ProdList
- 30132
- Advantage
- 84
- Tel
- 021-67121386
- Fax
- 021-67121385
- Sales-CN@TCIchemicals.com
- Country
- China
- ProdList
- 24539
- Advantage
- 81
- Tel
- 021-021-58432009 400-005-6266
- Fax
- 021-58436166
- sales8178@energy-chemical.com
- Country
- China
- ProdList
- 44751
- Advantage
- 61
- Tel
- +86 (0) 571 85 58 67 18
- Fax
- 0086-571-85864795
- sales@capotchem.com
- Country
- China
- ProdList
- 18217
- Advantage
- 66
- Tel
- 21-54820552
- Fax
- 086-21-64964478
- 188738128@qq.com
- Country
- China
- ProdList
- 308
- Advantage
- 66
- Tel
- 021-58099652-8005 13585536065
- Fax
- 021-58099609
- bin.wu@shlschem.com
- Country
- China
- ProdList
- 9816
- Advantage
- 59
- Tel
- 021-54306202 13764082696;
- info@hanhongsci.com
- Country
- China
- ProdList
- 42982
- Advantage
- 64
- Tel
- 025-52714267-66 13813902930
- Fax
- 86 025 52714266
- stephen_shengll@hotmail.com
- Country
- China
- ProdList
- 232
- Advantage
- 64
- Tel
- +86 (21) 6435-5022
- Country
- China
- ProdList
- 4271
- Advantage
- 65
- Tel
- Fax
- E-Mail Inquiry
- info@syntechem.com
- Country
- China
- ProdList
- 12990
- Advantage
- 57
- Tel
- 0086-21-58956006
- Fax
- 0086-21-58956100
- Country
- China
- ProdList
- 7815
- Advantage
- 57
- Tel
- 0086-755-86198205
- acinfo@aemonchem.com
- Country
- China
- ProdList
- 1937
- Advantage
- 57
- Tel
- +86 (573) 82222445 (0)18006601000 452520369
- Fax
- +86 (573) 82222643
- sales@maya-r.com
- Country
- China
- ProdList
- 11714
- Advantage
- 57
- Tel
- 021-52212593 13761626812
- Fax
- +86 (21) 51062076
- sales@nuohey.com
- Country
- China
- ProdList
- 7135
- Advantage
- 60
- Tel
- 4008-755-333 18080918076
- Fax
- 028-86757656
- 800078821@qq.com
- Country
- China
- ProdList
- 9725
- Advantage
- 55
- Tel
- 027-86697669 13986148687
- Fax
- 86-027-86697669
- sales@tcaschem.com
- Country
- China
- ProdList
- 4089
- Advantage
- 55
- Tel
- 800-810-5118
- Fax
- +86-10-84193589
- cnchemical@thermofisher.com
- Country
- China
- ProdList
- 17779
- Advantage
- 75
- Tel
- 025-58196018 800028039
- Fax
- 025-83453306
- sales@fartop.net
- Country
- China
- ProdList
- 2231
- Advantage
- 55
- Tel
- 400-810-7969 010-59572699
- Fax
- 010-59572688
- ningzi.li@inno-chem.com.cn
- Country
- China
- ProdList
- 6139
- Advantage
- 55
- Tel
- +86-21-60341587
- Fax
- +86-21-61294319
- sales@topbiochem.com
- Country
- China
- ProdList
- 6181
- Advantage
- 58
- Tel
- 021-50430803 18017383231
- Fax
- qq：2817624287
- 983544897@qq.com
- Country
- China
- ProdList
- 9352
- Advantage
- 55
- Tel
- 021-58950125
- Fax
- (86) 21-58955996
- info@chemexpress.com
- Country
- China
- ProdList
- 7553
- Advantage
- 61
- Tel
- 4009209199
- Fax
- 86-021-52271987
- sales@9dingchem.com
- Country
- China
- ProdList
- 22519
- Advantage
- 55
- Tel
- 18521735133 18521732826;
- Fax
- 021-50323701
- market@aladdin-e.com
- Country
- China
- ProdList
- 25015
- Advantage
- 65
- Tel
- 021-61552785
- Fax
- 021-55660885
- sales@shshiji.com
- Country
- China
- ProdList
- 9552
- Advantage
- 55
- Tel
- 021-62960152
- Fax
- 021-52212593
- 934678158@qq.com
- Country
- China
- ProdList
- 9906
- Advantage
- 55
- Tel
- 020-020-82185713
- Fax
- 020-82185696
- sales@chem-stone.com
- Country
- China
- ProdList
- 741
- Advantage
- 56
- Tel
- 021-57171705 13817537615
- Fax
- QQ3095748324
- sales@run-biotech.com
- Country
- China
- ProdList
- 2601
- Advantage
- 58
- Tel
- 400-1647117 15221909166
- Fax
- +86-21-61629029
- product02@bidepharm.com
- Country
- China
- ProdList
- 41438
- Advantage
- 60
- Tel
- 18040571231/1402788087
- Fax
- sales@chemduro.com
- Country
- China
- ProdList
- 1973
- Advantage
- 58
- Tel
- 400-1166-196 13458535857
- Fax
- QQ：800101999
- cdhxsj@163.com
- Country
- China
- ProdList
- 13358
- Advantage
- 58
- Tel
- 0510-85629785 18013409632
- Fax
- 051085625359
- sales@reading-chemicals.com
- Country
- China
- ProdList
- 15185
- Advantage
- 58
- Tel
- 021-60345187 13671753212
- Fax
- 021-34702061
- lzz841106@aliyun.com
- Country
- China
- ProdList
- 10287
- Advantage
- 55
- Tel
- sales@ahpharmatech.com
- Country
- China
- ProdList
- 5738
- Advantage
- 55
- Tel
- 025-57018978 18251899859
- Fax
- 025-57018008
- sales@chalf-pharm.com
- Country
- China
- ProdList
- 5948
- Advantage
- 50
- Tel
- 025-66113011 18112977050
- cb6@aikonchem.com
- Country
- China
- ProdList
- 16687
- Advantage
- 50
- Tel
- 13391076197
- tombiopharma@163.com
- Country
- China
- ProdList
- 4992
- Advantage
- 55
- Tel
- Fax
- -
- xg01_gj@163.com
- Country
- China
- ProdList
- 9503
- Advantage
- 50
- Tel
- 021-61415566 800-8193336
- orderCN@merckgroup.com
- Country
- China
- ProdList
- 51471
- Advantage
- 80
- Tel
- 021-54581719 13817873692
- Fax
- 021-31329586
- mkt@boynerspharm.com
- Country
- China
- ProdList
- 1725
- Advantage
- 55
- Tel
- 28-87999436 02887999436
- Fax
- QQ:2746983436
- sales@sano-chem.com
- Country
- China
- ProdList
- 3929
- Advantage
- 55
- Tel
- 13951936332 18305166317
- Fax
- -
- info@serpharm.com
- Country
- China
- ProdList
- 494
- Advantage
- 55
- Tel
- 021-68712331 3286104197
- Fax
- 021 68712331
- Country
- China
- ProdList
- 323
- Advantage
- 55
- Tel
- 025-87193546 18652950785
- Fax
- 025-87193546
- chemweiao@163.com
- Country
- China
- ProdList
- 9030
- Advantage
- 60
More
Less
View Lastest Price from 2-Cyano-6-methoxybenzothiazole manufacturers
Ouhuang Engineering Materials (Hubei) Co., Ltd
- Product
- 2-Cyano-6-methoxybenzothiazole 943-03-3
- Price
- US $50.00/kg
- Min. Order
- 1kg
- Purity
- 99.10%
- Supply Ability
- 50000kg
- Release date
- 2024-04-22
Henan Bao Enluo International TradeCo.，LTD
- Product
- 2-Cyano-6-methoxybenzothiazole 943-03-3
- Price
- US $50.00/kg
- Min. Order
- 1kg
- Purity
- 99.9%
- Supply Ability
- 10000MT
- Release date
- 2023-08-02
Hebei Mojin Biotechnology Co., Ltd
- Product
- 2-Cyano-6-methoxybenzothiazole 943-03-3
- Price
- US $12150.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 20tons
- Release date
- 2023-07-25
943-03-3, 2-Cyano-6-methoxybenzothiazoleRelated Search:
2,2'-Dithiobis(benzothiazole)
Benzothiazole
p-Anisidine
2-Mercaptobenzothiazole
p-Anisaldehyde
2-Methoxyethanol
Anisole
(Trifluoromethoxy)benzene
4-Methoxybenzylchloride
2-Methylbenzothiazole
2-METHYL-1,3-BENZOTHIAZOL-6-OL
6-METHOXY-2-METHYLBENZOTHIAZOLE
2-CYANO-6-HYDROXYBENZOTHIAZOLE
6-METHOXY-1,3-BENZOTHIAZOLE
2-Cyanothiazole
6-Benzothiazolol(7CI,8CI,9CI)
2-Methylthiazole
2-Cyano-6-methoxybenzothiazole