ChemicalBook--->CAS DataBase List--->74537-49-8

74537-49-8

74537-49-8 Structure

74537-49-8 Structure
IdentificationBack Directory
[Name]

6-Benzothiazolol,2-(methylthio)-(9CI)
[CAS]

74537-49-8
[Synonyms]

2-Methylthiobenzothiazol-6-ol
6-Benzothiazolol, 2-(methylthio)-
2-(Methylthio)benzo[d]thiazol-6-ol
6-Benzothiazolol,2-(methylthio)-(9CI)
2-(methylsulfanyl)-1,3-benzothiazol-6-ol
[Molecular Formula]

C8H7NOS2
[MDL Number]

MFCD14585416
[MOL File]

74537-49-8.mol
[Molecular Weight]

197.28
Chemical PropertiesBack Directory
[Melting point ]

131-132 °C
[Boiling point ]

375.3±34.0 °C(Predicted)
[density ]

1.46±0.1 g/cm3(Predicted)
[storage temp. ]

2-8°C
[pka]

8.43±0.40(Predicted)
[InChI]

InChI=1S/C8H7NOS2/c1-11-8-9-6-3-2-5(10)4-7(6)12-8/h2-4,10H,1H3
[InChIKey]

IAQHORMPRYVLJX-UHFFFAOYSA-N
[SMILES]

S1C2=CC(O)=CC=C2N=C1SC
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319
[Precautionary statements ]

P261-P305+P351+P338
Spectrum DetailBack Directory
[Spectrum Detail]

6-Benzothiazolol,2-(methylthio)-(9CI)(74537-49-8)1HNMR
Hazard InformationBack Directory
[Synthesis]

2(3H)-Benzothiazolethione,6-hydroxy-(9CI)

74537-63-6

Iodomethane

74-88-4

6-Benzothiazolol,2-(methylthio)-(9CI)

74537-49-8

Step 2. Preparation of 2-(methylmercapto)benzo[d]thiazol-6-ol: 2-mercaptobenzo[d]thiazol-6-ol (3.80 g, 20.76 mmol, 1.0 eq.) obtained from Step 1 was dissolved in dichloromethane (40 mL, 0.5 M) and cooled to 0 °C in an ice bath. Under stirring, triethylamine (7.29 mL, 51.91 mmol, 2.5 eq.) and iodomethane (1.93 mL, 31.14 mmol, 1.5 eq.) were added sequentially. The reaction temperature was maintained between 0 °C and -10 °C with continuous stirring for 3 hours. Upon completion of the reaction, the solvent was removed by rotary evaporator under reduced pressure. Water (~200 mL) was added to the residue and the aqueous layer was subsequently extracted with ethyl acetate (3 x 150 mL). The organic layers were combined, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to afford 2-(methylmercapto)benzo[d]thiazol-6-ol (3.76 g, 92% yield) in light green powder form.

[References]

[1] Patent: US2008/45528, 2008, A1. Location in patent: Page/Page column 47
[2] Australian Journal of Chemistry, 1979, vol. 32, # 12, p. 2713 - 2726
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