3,4,5-Trimethoxybenzaldehyde → N,N-Dimethyl-N'-[(3,4,5-trimethoxyphenyl)methylene]-1,3-propanediamine

HRID 46593

Reaction equation

HRID 46593 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:8]=[C:9]([O:13][CH3:14])[C:10]=1[O:11][CH3:12])[CH:6]=O.[CH3:15][N:16]([CH3:21])[CH2:17][CH2:18][CH2:19][NH2:20]>C1C=CC=CC=1>[CH3:15][N:16]([CH3:21])[CH2:17][CH2:18][CH2:19][N:20]=[CH:6][C:5]1[CH:4]=[C:3]([O:2][CH3:1])[C:10]([O:11][CH3:12])=[C:9]([O:13][CH3:14])[CH:8]=1

Participants

4

Reactant 2

HCID 68583,4,5-TrimethoxybenzaldehydeHCID 7993N,N-Dimethyl-1,3-propanediamine

Product 1

HCID 20386241N,N-Dimethyl-N'-[(3,4,5-trimethoxyphenyl)methylene]-1,3-propanediamineYield 94%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

Interaction of 21 g of 3,4,5-trimethoxybenzaldehyde with 11 g of 3-dimethylaminopropylamine in 80 ml. of benzene following the procedure described in Example 1 yields 28.2 g of product as an oil, boiling point 162°-167° C. at 0.4-0.5 mm. of Hg.

Sources & evidence

ORD record
ord-4b3cc334fad24d0e82410294c773b13e
Source dataset
uspto-grants-1979_11
Patent number
US04174317

Linked notes

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