Dimethylformamide dimethyl acetal → 3-Ethyl-5-(N-dimethylaminomethylenaminomethyl)-isoxazole

HRID 1657024Notes

Reaction equation

HRID 1657024 reaction equation
[NH2:1][CH2:2][C:3]1[O:7][N:6]=[C:5]([CH2:8][CH3:9])[CH:4]=1.CO[CH:12](OC)[N:13]([CH3:15])[CH3:14]>>[CH2:8]([C:5]1[CH:4]=[C:3]([CH2:2][N:1]=[CH:12][N:13]([CH3:15])[CH3:14])[O:7][N:6]=1)[CH3:9]

Participants

3

Reactant 2

HCID 78373Dimethylformamide dimethyl acetalHCID 6483891(3-Ethyl-1,2-oxazol-5-yl)methanamine

Product 1

HCID 197869483-Ethyl-5-(N-dimethylaminomethylenaminomethyl)-isoxazole

Procedure

9 g of 5-aminomethyl-3-ethyl-isoxazole is stirred in 12 ml of dimethylformamide-dimethylacetal with exclusion of moisture for 8 hours at 80° C. (bath temperature). After distillation on a bulb tube at 145° C. and 0.03 torr, 12.8 g (98% of theory) of the desired product is obtained.

Workup

  1. distillationAfter distillation on a bulb tube at 145° C.

Sources & evidence

ORD record
ord-8819492e29704cdfa2819f613366d16d
Source dataset
uspto-grants-1993_10
Patent number
US05256682

Reaction notes

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