Dimethylamine → (5-Methoxy-benzooxazol-2-yl)-dimethyl-amine

HRID 706231Notes

Reaction equation

HRID 706231 reaction equation
Cl[C:2]1[O:3][C:4]2[CH:10]=[CH:9][C:8]([O:11][CH3:12])=[CH:7][C:5]=2[N:6]=1.[CH3:13][NH:14][CH3:15]>O>[CH3:12][O:11][C:8]1[CH:9]=[CH:10][C:4]2[O:3][C:2]([N:14]([CH3:15])[CH3:13])=[N:6][C:5]=2[CH:7]=1

Participants

4

Reactant 2

HCID 674DimethylamineHCID 118197122-Chloro-5-methoxy-1,3-benzoxazole

Product 1

HCID 57344577(5-Methoxy-benzooxazol-2-yl)-dimethyl-amine

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 2-chloro-5-methoxy-benzooxazole (1.52 g, 8.31 mmol) and a 40% solution of dimethylamine in water (15 mL) was refluxed for two hours before it was cooled to room temperature and partitioned between ethyl acetate and water. The organic layer was dried over anhydrous sodium sulfate and concentrated in vacuo to give the title compound as a black oil (1.14 g): MS: (+) m/z 397.19 (M+1)

Workup

  1. custompartitioned between ethyl acetate and water
  2. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-fc7d307fa3154de2a505344361e69955
Source dataset
uspto-grants-2015_11
Patent number
US09174976B2

Reaction notes

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