Triethylamine → HCID 87571070, compound

HRID 2262943Notes

Reaction equation

HRID 2262943 reaction equation
[C:1]1([C:7]2[N:11]=[C:10]([N:12]3[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]3)[S:9][N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(N(CC)CC)C.[CH:25]1[C:30]([Cl:31])=[N:29][C:28]([Cl:32])=[CH:27][C:26]=1[N:33]=[C:34]=[O:35]>O1CCCC1>[Cl:32][C:28]1[CH:27]=[C:26]([NH:33][C:34]([N:15]2[CH2:16][CH2:17][N:12]([C:10]3[S:9][N:8]=[C:7]([C:1]4[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=4)[N:11]=3)[CH2:13][CH2:14]2)=[O:35])[CH:25]=[C:30]([Cl:31])[N:29]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 27777601-(3-Phenyl-(1,2,4)thiadiazol-5-yl)-piperazineHCID 27816582,6-Dichloro-4-isocyanatopyridine

Product 1

HCID 87571070HCID 87571070, compoundYield 81.2%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 1-(3-phenyl-1,2,4-thiadiazol-5-yl)piperazine (200 mg, 0.812 mmol) and triethylamine (0.113 ml, 0.812 mmol) in tetrahydrofuran (2 ml) was added 2,6-dichloropyridin-4-isocyanate (230 mg, 1.22 mmol) at room temperature, and the mixture was stirred at room temperature for 1 hour. The solvent was distilled off under reduced pressure. The residue was recrystallized from a mixed solvent of hexane and tetrahydrofuran to give 287 mg (81.1%) of the desired product as a solid.

Workup

  1. distillationThe solvent was distilled off under reduced pressure
  2. customThe residue was recrystallized from a mixed solvent of hexane and tetrahydrofuran

Sources & evidence

ORD record
ord-911af344ae3c485aae81caf304176ac6
Source dataset
uspto-grants-2010_12
Patent number
US07851473B2

Reaction notes

Loading…