Ethylamine → HCID 57099143, compound

HRID 580827Notes

Reaction equation

HRID 580827 reaction equation
[Cl:1][C:2]1[C:7]([C:8]2[N:9]=[N:10][S:11][C:12]=2[C:13]2[C:14](Cl)=[N:15][CH:16]=[CH:17][CH:18]=2)=[CH:6][CH:5]=[CH:4][N:3]=1.[CH2:20]([NH2:22])[CH3:21]>O1CCOCC1.C(OCC)(=O)C>[Cl:1][C:2]1[C:7]([C:8]2[N:9]=[N:10][S:11][C:12]=2[C:13]2[C:14]([NH:22][CH2:20][CH3:21])=[N:15][CH:16]=[CH:17][CH:18]=2)=[CH:6][CH:5]=[CH:4][N:3]=1

Participants

5

Reactant 2

HCID 6341EthylamineHCID 57310096HCID 57310096, compound

Product 1

HCID 57099143HCID 57099143, compoundYield 66.3%

Reagents, catalysts & solvents 2

HCID 8857Ethyl AcetateSolventHCID 312751,4-DioxaneSolvent

Conditions

Temperature
105 °C

Procedure

A mixture of 4, 5-di-(2-chloropyridin-3-yl)-1, 2, 3-thiadiazole (1.823 g), and ethylamine (0.61 g) in dioxane (9 mL) was heated at 105° C. in a sealed tube 3 days. The mixture was diluted with ethyl acetate, washed with water, dried, filtered and evaporated. Chromatography of the residue over silica gel gave 4-(2-chloropyridin-3-yl)-5-(2-ethylaminopyridin-3-yl)-1, 2, 3-thiadiazole (1.243 g) as an oil.

Workup

  1. washwashed with water
  2. customdried
  3. filtrationfiltered
  4. customevaporated

Sources & evidence

ORD record
ord-06b7c6f0261249859312ea60517abc85
Source dataset
uspto-grants-1999_07
Patent number
US05919779

Reaction notes

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