Benzaldehyde → N-BENZYLIDENE-2-PROPYNYLAMINE

HRID 1380482Notes

Reaction equation

HRID 1380482 reaction equation
S([O-])([O-])(=O)=O.[Mg+2].[CH2:7]([NH2:10])[C:8]#[CH:9].[CH:11](=O)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>C1C=CC=CC=1>[CH:11](=[N:10][CH2:7][C:8]#[CH:9])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

5

Reactant 3

HCID 240BenzaldehydeHCID 24083Sulfuric acid magnesium salt (1:1)HCID 239041Propargylamine

Product 1

HCID 4172560N-BENZYLIDENE-2-PROPYNYLAMINE

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

10 g of magnesium sulfate was added to a stirred solution of 13.8 g of propargylamine and 26.5 g of benzaldehyde in 75 ml of benzene and the resulting mixture was stirred at room temperature for 30 minutes. The mixture then was filtered and water was removed from the filtrate by azeotropic distillation. Then the remaining benzene was evaporated and the residue was distilled to give N-benzylidene-2-propyn-1-amine (1A) b.p.: 64°-66° C. (0.2 Torr.).

Workup

  1. filtrationThe mixture then was filtered
  2. customwater was removed from the filtrate by azeotropic distillation
  3. customThen the remaining benzene was evaporated
  4. distillationthe residue was distilled

Sources & evidence

ORD record
ord-43ff14e1e349424181a1693c7e5d0f57
Source dataset
uspto-grants-1986_04
Patent number
US04582529

Reaction notes

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