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

HRID 409299Notes

Reaction equation

HRID 409299 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-9a0395e96f20453fa9e17fceee467a63
Source dataset
uspto-grants-2014_06
Patent number
US08759373B2

Reaction notes

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