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

HRID 2077224Notes

Reaction equation

HRID 2077224 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-6d30a52a176a498697ce93eabe1b338b
Source dataset
uspto-grants-2011_04
Patent number
US07928120B2

Reaction notes

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