Propargylamine → HCID 136160037, compound

HRID 2050143Notes

Reaction equation

HRID 2050143 reaction equation
[C:1]([NH:3][C:4](=[N:7][CH2:8][CH2:9][S:10][CH2:11][C:12]1[S:13][CH:14]=[CH:15][N:16]=1)SC)#[N:2].[CH2:17]([NH2:20])[C:18]#[CH:19]>CO>[C:1]([NH:3][C:4]([NH:20][CH2:17][C:18]#[CH:19])=[N:7][CH2:8][CH2:9][S:10][CH2:11][C:12]1[S:13][CH:14]=[CH:15][N:16]=1)#[N:2]

Participants

4

Reactant 2

HCID 239041PropargylamineHCID 20427996N-cyano-N'-[2-(2-thiazolylmethyl-thio)ethyl]-S-methylisothiourea

Product 1

HCID 136160037HCID 136160037, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of N-cyano-N'-{2-[(thiazol-2-yl)methylthio]ethyl}-S-methylisothiourea [prepared according to the procedure described in U.S. Pat. No. 3,950,333] (4.40 g, 16.1 mmole) and propargylamine (8.8 ml) in methanol (35 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, the residue dissolved in warm isopropanol, and then cooled and filtered to yield 2.26 g of product. Recrystallization from isopropanol with Darco treatment gave the title compound; mp 137.5°-139.5°.

Workup

  1. customprepared
  2. temperatureheated
  3. temperatureto reflux temperature under a positive pressure of nitrogen for 16 hours
  4. customThe reaction mixture was evaporated under reduced pressure
  5. dissolutionthe residue dissolved in warm isopropanol
  6. temperaturecooled
  7. filtrationfiltered

Sources & evidence

ORD record
ord-9904868ca2004be49b93405d94706795
Source dataset
uspto-grants-1980_04
Patent number
US04200578

Reaction notes

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