Ethyl Nicotinate → HCID 20154217, compound

HRID 2413897Notes

Reaction equation

HRID 2413897 reaction equation
[NH2:1][C:2]1[S:3][CH:4]=[C:5]([C:7]2[S:8][C:9]([CH2:12][NH2:13])=[CH:10][CH:11]=2)[N:6]=1.[C:14](OCC)(=[O:21])[C:15]1[CH:20]=[CH:19][CH:18]=[N:17][CH:16]=1>C(O)C>[NH2:1][C:2]1[S:3][CH:4]=[C:5]([C:7]2[S:8][C:9]([CH2:12][NH:13][C:14](=[O:21])[C:15]3[CH:20]=[CH:19][CH:18]=[N:17][CH:16]=3)=[CH:10][CH:11]=2)[N:6]=1

Participants

4

Reactant 2

HCID 69188Ethyl NicotinateHCID 20154278HCID 20154278, compound

Product 1

HCID 20154217HCID 20154217, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 4.0 g of 2-amino-4-(5-aminomethyl-2-thienyl)thiazole in 100 ml of ethanol is added 2.85 g of ethyl nicotinate, and refluxed for 8 hours. After the reaction mixture is cooled with ice, the precipitated crystals are collected by filtration and recrystallized from dimethylformamide to give 2-amino-4-(5-nicotinoylaminomethyl-2-thienyl)thiazole, melting at 240°-241° C. with decomposition.

Workup

  1. temperaturerefluxed for 8 hours
  2. temperatureAfter the reaction mixture is cooled with ice
  3. filtrationthe precipitated crystals are collected by filtration
  4. customrecrystallized from dimethylformamide

Sources & evidence

ORD record
ord-82dfca2676954b26983d30d8a6c833b4
Source dataset
uspto-grants-1988_01
Patent number
US04720493

Reaction notes

Loading…