Propargylamine → HCID 178457544, compound

HRID 27385Notes

Reaction equation

HRID 27385 reaction equation
[C:1]([C:4]([C:19]#[N:20])=[C:5](SC)[NH:6][CH2:7][CH2:8][S:9][CH2:10][C:11]1[NH:15][CH:14]=[N:13][C:12]=1[CH3:16])(=[O:3])[NH2:2].[CH2:21]([NH2:24])[C:22]#[CH:23]>C(#N)C>[C:1]([C:4]([C:19]#[N:20])=[C:5]([NH:24][CH2:21][C:22]#[CH:23])[NH:6][CH2:7][CH2:8][S:9][CH2:10][C:11]1[NH:15][CH:14]=[N:13][C:12]=1[CH3:16])(=[O:3])[NH2:2]

Participants

4

Reactant 2

HCID 239041PropargylamineHCID 178503875HCID 178503875, compound

Product 1

HCID 178457544HCID 178457544, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of the product of Step A (4.0 g, 12.8 mmole) and propargylamine (8.0 ml) in acetonitrile (40 ml) was stirred at reflux temperature under a positive pressure of nitrogen for 16 hours. The reaction mixture was cooled and evaporated to dryness under reduced pressure, and the residue was placed on silica gel and chromatographed by gradient elution using methylene chloride-methanol. Recrystallization from acetonitrile gave the title compound; mp 88°-94° (partial melt at 66°-69°).

Workup

  1. temperatureat reflux temperature under a positive pressure of nitrogen for 16 hours
  2. temperatureThe reaction mixture was cooled
  3. customevaporated to dryness under reduced pressure
  4. customchromatographed by gradient elution
  5. customRecrystallization from acetonitrile

Sources & evidence

ORD record
ord-cce25b4b2bf44d84b8b71de97a01bba2
Source dataset
uspto-grants-1980_09
Patent number
US04221737

Reaction notes

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