ChemicalBook > CAS DataBase List > 2-METHYL-1,3-BENZOTHIAZOL-6-OL

2-METHYL-1,3-BENZOTHIAZOL-6-OL

Product Name
2-METHYL-1,3-BENZOTHIAZOL-6-OL
CAS No.
68867-18-5
Chemical Name
2-METHYL-1,3-BENZOTHIAZOL-6-OL
Synonyms
2-METHYL-6-BENZOTHIAZOLOL;6-Benzothiazolol, 2-methyl-;2-methylbenzo[d]thiazol-6-ol;2-Methylbenzothiazol-6-ol,96%;2-METHYL-1,3-BENZOTHIAZOL-6-OL;2-Methylbenzothiazol-6-ol, 96%;6-HYDROXY-2-METHYLBENZOTHIAZOLE;6-Hydroxy-2-methylbenzothiazole 97%;6-Benzothiazolol,2-methyl-(6CI,7CI,9CI)
CBNumber
CB4479619
Molecular Formula
C8H7NOS
Formula Weight
165.21
MOL File
68867-18-5.mol
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2-METHYL-1,3-BENZOTHIAZOL-6-OL Property

Melting point:
159-161℃
Boiling point:
28 °C(Press: 3 Torr)
Density 
1.365±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,Room Temperature
pka
8.68±0.40(Predicted)
Appearance
Off-white to gray Solid
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Safety

Hazard Codes 
Xn
Risk Statements 
22-36/37/38
Safety Statements 
26-36
WGK Germany 
3
HS Code 
2934208090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H301Toxic if swalloed

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

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N-Bromosuccinimide Price

TRC
Product number
M219810
Product name
2-Methyl-1,3-benzothiazol-6-ol
Packaging
250mg
Price
$90
Updated
2021/12/16
Matrix Scientific
Product number
135633
Product name
2-Methylbenzo[d]thiazol-6-ol
Purity
95%+
Packaging
1g
Price
$101
Updated
2021/12/16
Apolloscientific
Product number
OR936497
Product name
2-Methyl-1,3-benzothiazol-6-ol
Purity
97%
Packaging
1g
Price
$105
Updated
2021/12/16
Matrix Scientific
Product number
135633
Product name
2-Methylbenzo[d]thiazol-6-ol
Purity
95%+
Packaging
2.500g
Price
$215
Updated
2021/12/16
Apolloscientific
Product number
OR936497
Product name
2-Methyl-1,3-benzothiazol-6-ol
Purity
97%
Packaging
5g
Price
$320
Updated
2021/12/16
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2-METHYL-1,3-BENZOTHIAZOL-6-OL Chemical Properties,Usage,Production

Uses

2-Methyl-1,3-benzothiazol-6-ol is a useful reactant for the preparation of G protein-biased D2 dopamine receptor partial agonists.

Synthesis

2941-72-2

68867-18-5

The general procedure for the synthesis of 2-methyl-6-hydroxybenzothiazole from 6-methoxy-2-methylbenzothiazole is as follows: to a dichloromethane solution (10 ml) of 6-methoxy-2-methylbenzothiazole (500 mg, 2.79 mmol) was slowly added to a dichloromethane solution (8.4 ml, 8.40 mmol) of boron bromide (8.4 ml) at -78°C and under nitrogen protection . The reaction mixture was then warmed to 0°C and stirred continuously at this temperature for 1 hour. Upon completion of the reaction, the reaction was quenched by the addition of water to the reaction mixture, followed by extraction with dichloromethane. The combined organic phases were washed sequentially with saturated aqueous sodium bicarbonate and pure water, followed by drying with anhydrous sodium sulfate. The organic layer was concentrated under reduced pressure and the resulting crude product was purified by medium pressure preparative liquid chromatography (Yamazen Corporation, W-Prep 2XY) to give 2-methyl-6-hydroxybenzothiazole (103 mg, 22% yield) as a colorless oil. The structure of the product was confirmed by 1H-NMR (CDCl3, 400 MHz) and mass spectrometry (ESI): 1H-NMR δ 7.66 (1H, d, J = 8.8 Hz), 7.23 (1H, d, J = 2.4 Hz), 6.94 (1H, dd, J = 8.8 Hz, 2.4 Hz), 2.74 (3H, s); MS (ESI, m/z). 166 (M + H)+.

References

[1] Helvetica Chimica Acta, 1992, vol. 75, # 4, p. 1185 - 1197
[2] Patent: EP2258697, 2010, A1. Location in patent: Page/Page column 117
[3] Zhurnal Obshchei Khimii, 1949, vol. 19, p. 1158,1159, 1164; engl. Ausg. S. 1153, 1154,1159
[4] Sb. Statei Obshch. Khim., 1953, p. 1263,1264, 1266, 1271
[5] Chem.Abstr., 1955, p. 5443

2-METHYL-1,3-BENZOTHIAZOL-6-OL Preparation Products And Raw materials

Raw materials

Preparation Products

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2-METHYL-1,3-BENZOTHIAZOL-6-OL Suppliers

Alfa Aesar
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400-6106006
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021-67582001/03/05
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China
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Jinan HM Medical Technology Co., Ltd.
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Chiba Pharmaceutical Science and technology Co, Ltd.
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Suzhou Sibian Chemical Technology Co.,Ltd.
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View Lastest Price from 2-METHYL-1,3-BENZOTHIAZOL-6-OL manufacturers

Henan Aochuang Chemical Co.,Ltd.
Product
2-METHYL-1,3-BENZOTHIAZOL-6-OL 68867-18-5
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1Ton
Release date
2022-10-18