Ammonia → HCID 18915530, compound

HRID 1292543Notes

Reaction equation

HRID 1292543 reaction equation
[NH3:1].[Cl:2][C:3]1[CH:10]=[CH:9][CH:8]=[CH:7][C:4]=1[CH:5]=O.CS(O[CH2:16][C:17]#[CH:18])(=O)=O>C1(C)C=CC=CC=1>[Cl:2][C:3]1[CH:10]=[CH:9][CH:8]=[CH:7][C:4]=1[CH:5]=[N:1][CH2:16][C:17]#[CH:18]

Participants

5

Reactant 3

HCID 222AmmoniaHCID 69962-ChlorobenzaldehydeHCID 305925propargyl mesylate

Product 1

HCID 18915530HCID 18915530, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

An aqueous 28% ammonia solution (12.1 g, 200 mmol) and o-chlorobenzaldehyde (3.65 g, 26 mmol) were mixed and a solution prepared by dissolving propargyl methanesulfonate (2.68 g, 20 mmol) in 10.7 g of toluene was added dropwise at 20° C. over 0.6 hour to the solution, followed by stirring at the same temperature for 10 hours. After separating, the resulting organic phase was concentrated to obtain a crude product of N-(2-chlorobenzylidene)-2-propynylamine.

Workup

  1. customa solution prepared
  2. additionwas added dropwise at 20° C. over 0.6 hour to the solution
  3. customAfter separating
  4. concentrationthe resulting organic phase was concentrated

Sources & evidence

ORD record
ord-84f2fd91d93e402d9e2b917ef9edb5a1
Source dataset
uspto-grants-1998_05
Patent number
US05756769

Reaction notes

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