2-Methylthio Benzoxazole Chemical Properties

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 Information

HS Code 

2934999090

2-Methylthio Benzoxazole Usage And Synthesis

Synthesis

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

2-Methylthio Benzoxazole (13673-62-6)Related Product Information

• 2-Methylthio Benzoxazole
• RARECHEM AL FI 0030
• 2-(1,3-BENZOXAZOL-2-YLTHIO)-1-(4-BROMOPHENYL)ETHANONE
• 5-CHLORO-1,3-BENZOXAZOL-2-YL 3-PYRIDINYLMETHYL SULFIDE
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• RARECHEM AL FI 0027
• S-(5-CHLORO-1,3-BENZOXAZOL-2-YL) 2-CHLOROBENZENECARBOTHIOATE
• S-(5-CHLORO-1,3-BENZOXAZOL-2-YL) 3-CHLOROBENZENECARBOTHIOATE
• 2-[(5-CHLORO-1,3-BENZOXAZOL-2-YL)SULFANYL]-1-(4-CHLOROPHENYL)-1-ETHANONE
• 5-CHLORO-1,3-BENZOXAZOL-2-YL 4-CHLOROBENZYL SULFIDE
• ethyl 2-(1,3-benzoxazol-2-ylsulfanyl)acetate
• RARECHEM AL FD 0070
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• 5-CHLORO-1,3-BENZOXAZOL-2-YL 5-NITRO-2-PYRIDINYL SULFIDE
• ETHYL 2-[(5-CHLORO-1,3-BENZOXAZOL-2-YL)SULFANYL]ACETATE
• RARECHEM AL FI 0029
• 2-(BENZYLTHIO)-1,3-BENZOXAZOLE
• RARECHEM AL FD 0069