Propargylamine → HCID 136199689, compound

HRID 1577924Notes

Reaction equation

HRID 1577924 reaction equation
[C:1]([NH:3][C:4](=[N:7][CH2:8][CH2:9][S:10][CH2:11][C:12]1[C:17]([Cl:18])=[CH:16][CH:15]=[CH:14][N:13]=1)SC)#[N:2].[CH2:19]([NH2:22])[C:20]#[CH:21]>CO>[C:1]([NH:3][C:4]([NH:22][CH2:19][C:20]#[CH:21])=[N:7][CH2:8][CH2:9][S:10][CH2:11][C:12]1[C:17]([Cl:18])=[CH:16][CH:15]=[CH:14][N:13]=1)#[N:2]

Participants

4

Reactant 2

HCID 239041PropargylamineHCID 12889409HCID 12889409, compound

Product 1

HCID 136199689HCID 136199689, compoundYield 67.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of the product of Step A (3.0 g; 10.0 mmoles) and propargylamine (5.16 g; 93.7 mmoles) in methanol (20 ml) was stirred and heated to reflux temperature under a positive pressure of nitrogen for 16 hours. The reaction mixture was evaporated under reduced pressure and the crude product was recrystallized from isopropyl alcohol with activated carbon treatment to give 2.07 g of the title compound; mp 115°-116°.

Workup

  1. temperatureheated
  2. temperatureto reflux temperature under a positive pressure of nitrogen for 16 hours
  3. customThe reaction mixture was evaporated under reduced pressure
  4. customthe crude product was recrystallized from isopropyl alcohol with activated carbon treatment

Sources & evidence

ORD record
ord-c06a27217d254316827b77eff1b4e046
Source dataset
uspto-grants-1981_09
Patent number
US04289876

Reaction notes

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