Propargyl bromide → HCID 20153800, compound

HRID 2414073Notes

Reaction equation

HRID 2414073 reaction equation
[NH2:1][C:2]1[N:3]=[NH+:4][C:5]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[CH:6][C:7]=1[CH3:8].[CH2:15](Br)[C:16]#[CH:17]>>[CH3:8][C:7]1[CH:6]=[C:5]([C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=2)[N:4]=[N:3][C:2]=1[NH:1][CH2:17][C:16]#[CH:15]

Participants

3

Reactant 2

HCID 7842Propargyl bromideHCID 178422628HCID 178422628, compound

Product 1

HCID 20153800HCID 20153800, compound

Procedure

4-Methyl-6-phenyl-3-(prop-2-ynylamino)-pyridazine is prepared by heating 7 g of 3-amino-4-methyl-6-phenyl-pyridazinium and 9 ml of propargyl bromide at 60° C. for 2 hours. After evaporation of the excess propargyl bromide, the residue is taken up in 300 ml of anhydrous benzene, and 1.77 g of sodium are added. The mixture is heated under reflux for 15 hours and the solution is then poured into excess solid carbon dioxide and left in contact therewith for several hours.

Workup

  1. customAfter evaporation of the excess propargyl bromide
  2. addition1.77 g of sodium are added
  3. temperatureThe mixture is heated
  4. temperatureunder reflux for 15 hours
  5. additionthe solution is then poured into excess solid carbon dioxide
  6. waitleft in contact
  7. waitfor several hours

Sources & evidence

ORD record
ord-7b47e9ef38e34a4486bc6cd0f8a535e3
Source dataset
uspto-grants-1988_01
Patent number
US04721711

Reaction notes

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