Propargylamine → HCID 178457542, compound

HRID 2050153Notes

Reaction equation

HRID 2050153 reaction equation
[C:1]([NH:3][C:4](=[N:7][CH2:8][CH2:9][S:10][CH2:11][C:12]1[N:13]=[C:14]([NH:17][C:18]([NH2:20])=[NH:19])[S:15][CH:16]=1)SC)#[N:2].[CH2:21]([NH2:24])[C:22]#[CH:23]>CO>[C:1]([NH:3][C:4]([NH:24][CH2:21][C:22]#[CH:23])=[N:7][CH2:8][CH2:9][S:10][CH2:11][C:12]1[N:13]=[C:14]([NH:17][C:18]([NH2:20])=[NH:19])[S:15][CH:16]=1)#[N:2]

Participants

4

Reactant 2

HCID 239041PropargylamineHCID 178503873HCID 178503873, compound

Product 1

HCID 178457542HCID 178457542, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of N-cyano-N'-{2-[(2-guanidinothiazol-4-yl)methylthio]ethyl}-S-methylisothiourea [prepared according to the procedure described in South Africa Pat. No. 78/2129] (3.0 g; 9.11 mmoles) and propargylamine (6.0 ml) in methanol (15 ml) was stirred and heated at reflux temperature under a positive pressure of nitrogen for 20 hours. The reaction mixture was evaporated under reduced pressure and the residue triturated with isopropanol and filtered to give product (1.5 g). Recrystallization from nitromethane gave the title compound, mp 146°-148°.

Workup

  1. customprepared
  2. temperatureheated
  3. temperatureat reflux temperature under a positive pressure of nitrogen for 20 hours
  4. customThe reaction mixture was evaporated under reduced pressure
  5. customthe residue triturated with isopropanol
  6. filtrationfiltered

Sources & evidence

ORD record
ord-0665b114fcf74bbe89cf549adc13bbc0
Source dataset
uspto-grants-1980_04
Patent number
US04200578

Reaction notes

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