Methyl iodide → 2-(Methylthio)benzoxazole

HRID 2382586Notes

Reaction equation

HRID 2382586 reaction equation
[CH3:1]I.[O:3]1[C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=2[N:5]=[C:4]1[SH:12]>C1COCC1>[CH3:1][S:12][C:4]1[O:3][C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=2[N:5]=1

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 1784182821,3-benzoxazole-2-thiol

Product 1

HCID 41787732-(Methylthio)benzoxazole

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Methyl iodide (20 mL, 320 mmol) was added to a solution of benzooxazole-2-thiol (25.0 g, 165 mmol) taken in dry THF (250 mL) and the reaction mixture was stirred at room temperature for 80 hours, after which it was concentrated to give 2-methylsulfanyl-benzooxazole.

Workup

  1. concentrationafter which it was concentrated

Sources & evidence

ORD record
ord-516d14933b2447c18e7bbc2a2b38d4d3
Source dataset
uspto-grants-2012_09
Patent number
US08263587B2

Reaction notes

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