Water → HCID 7514113, compound

HRID 485294Notes

Reaction equation

HRID 485294 reaction equation
C(=O)([O-])[O-].[K+].[K+].[CH2:7]([NH2:10])[C:8]#[CH:9].[N+:11]([C:14]1[CH:19]=[C:18]([N+:20]([O-:22])=[O:21])[CH:17]=[CH:16][C:15]=1F)([O-:13])=[O:12].O>CC(C)=O>[CH2:7]([NH:10][C:15]1[CH:16]=[CH:17][C:18]([N+:20]([O-:22])=[O:21])=[CH:19][C:14]=1[N+:11]([O-:13])=[O:12])[C:8]#[CH:9]

Participants

6

Reactant 4

HCID 962WaterHCID 6264DinitrofluorobenzeneHCID 11430Potassium CarbonateHCID 239041Propargylamine

Product 1

HCID 7514113HCID 7514113, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To a suspension of potassium carbonate (1.0 g) in acetone (10 ml) was added 2-propyn-1-amine (0.26 g, 473×10-3 mole). 2,4-Dinitrofluorobenzene (1.32 g, 7.10×10-3 mole) was gradually added with stirring and the reaction mixture was refluxed two hours. After cooling it was poured into excess water and filtered. Recrystallization of the crude solid from ethanol afforded yellow needles; m.p. 151°-152° C. Yield: 0.99 g (95%). IR (KBr): 3367 (NH), 3268 (=CH), 1618, 1590, 1333 and 1311 cm-1 (Ar--NO2).

Workup

  1. temperaturethe reaction mixture was refluxed two hours
  2. temperatureAfter cooling it
  3. filtrationfiltered
  4. customRecrystallization of the crude solid from ethanol afforded yellow needles

Sources & evidence

ORD record
ord-229f2c619a5c4780ad9487bb1a85a173
Source dataset
uspto-grants-1985_08
Patent number
US04536450

Reaction notes

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