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ChemicalBook--->CAS DataBase List--->13673-62-6

13673-62-6

13673-62-6 Structure

13673-62-6 Structure
IdentificationBack Directory
[Name]

2-Methylthio Benzoxazole
[CAS]

13673-62-6
[Synonyms]

2-Methylthio Benzoxazole
2-Methylmercaptobenzoxazole
2-(Methylthio)benzoxazole>
Benzoxazole, 2-(methylthio)-
7004 2-METHYLTHIOBENZOXAZOLE
2-METHYLTHIO BENZOXAZOLE 99%
2-(Methylthio)benzo[d]oxazole
2-(methylthio)-1,3-benzoxazole
[Molecular Formula]

C8H7NOS
[MDL Number]

MFCD00160027
[MOL File]

13673-62-6.mol
[Molecular Weight]

165.212
Chemical PropertiesBack Directory
[Melting point ]

126 °C
[Boiling point ]

122°C/8mmHg(lit.)
[density ]

1.27±0.1 g/cm3(Predicted)
[refractive index ]

1.6120 to 1.6170
[storage temp. ]

Sealed in dry,Room Temperature
[form ]

clear liquid
[pka]

1.36±0.10(Predicted)
[color ]

Light yellow to Yellow to Orange
[λmax]

278nm(MeOH)(lit.)
[InChI]

InChI=1S/C8H7NOS/c1-11-8-9-6-4-2-3-5-7(6)10-8/h2-5H,1H3
[InChIKey]

CBXAWZGFEDZKFR-UHFFFAOYSA-N
[SMILES]

O1C2=CC=CC=C2N=C1SC
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
[HS Code ]

2934999090
Hazard InformationBack Directory
[Synthesis]

2-Mercaptobenzoxazole

2382-96-9

Iodomethane

74-88-4

2-Methylthio Benzoxazole

13673-62-6

Example 1: Synthesis of 2-methylmercaptobenzoxazole 2-Mercaptobenzoxazole (C-1, 1200 g, 7.94 mol) and 8500 mL of ethyl acetate were added to a 20 L three-necked flask and stirred until completely dissolved. Subsequently, potassium carbonate (1420 g, 10.29 mol) was added slowly at room temperature. Iodomethane (1243 g, 8.76 mol) was added dropwise while keeping the internal temperature of the reaction system below 40 °C. After the dropwise addition, the reaction mixture was stirred continuously for 24 hours at 20°C. After completion of the reaction, 4000 mL of water and 138 g of ammonia (NH4OH) were added to the mixture and stirred for 20 min at room temperature. The organic layer was separated and the aqueous phase was extracted with 1200 mL of ethyl acetate. The organic layers were combined and washed with 1500 mL of water. The organic phase was concentrated under reduced pressure to about 2000 mL, dried by adding magnesium sulfate and filtered. The filtrate was further concentrated under reduced pressure to give 1288 g of Intermediate C-2 in 98% yield and 99.6% HPLC purity.

[References]

[1] Patent: WO2005/30739, 2005, A1. Location in patent: Page/Page column 45-46
[2] Ultrasonics Sonochemistry, 2010, vol. 17, # 5, p. 783 - 788
[3] Journal of Organic Chemistry, 2010, vol. 75, # 6, p. 2131 - 2133
[4] Chemistry - A European Journal, 2011, vol. 17, # 10, p. 2948 - 2956
[5] Synthetic Communications, 2004, vol. 34, # 11, p. 2039 - 2046
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