Ammonia → Propenylamine, N-isobutylidene-2-methyl-

HRID 1614486

Reaction equation

[CH:1](=O)[CH:2]([CH3:4])[CH3:3].[NH3:6]>>[CH3:3][C:2](=[CH:1][N:6]=[CH:1][CH:2]([CH3:4])[CH3:3])[CH3:4]

Participants

Reactant 2

HCID 222Ammonia

HCID 6561Isobutyraldehyde

Product 1

HCID 220593Propenylamine, N-isobutylidene-2-methyl-

Procedure

When isobutyraldehyde was reacted under conditions similar as described in Example I, above, for the preparation of dihydrothiazoles from ketones, no incorporation of sulfur occurred. However with a variation in the reaction, secondary aldehydes could be made to yield dihydrothiazoles in excellent yield. The reaction of isobutyraldehyde with ammonia yielded, via an intermediate, 2,6-dimethyl-4-azahepta-2,4-diene.

Sources & evidence

ORD record: ord-da57cf17ce604ce5919124a547b9946f
Source dataset: uspto-grants-1993_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05197545

Linked notes

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