Triethylamine → HCID 178509294, compound

HRID 584664Notes

Reaction equation

HRID 584664 reaction equation
[Cl:1][C:2]1[C:11]([CH2:12]Cl)=[N:10][C:9]2[C:4](=[CH:5][C:6]([Cl:15])=[C:7]([Cl:14])[CH:8]=2)[N:3]=1.[NH2:16][C:17]1[N:21]=[C:20]([SH:22])[NH:19][N:18]=1.C(N(CC)CC)C>CN(C=O)C>[Cl:1][C:2]1[C:11]([CH2:12][S:22][C:20]2[NH:19][N:18]=[C:17]([NH2:16])[N:21]=2)=[N:10][C:9]2[C:4]([N:3]=1)=[CH:5][C:6]([Cl:15])=[C:7]([Cl:14])[CH:8]=2

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 22341100HCID 22341100, compoundHCID 1785092965-amino-1H-1,2,4-triazole-3-thiol

Product 1

HCID 178509294HCID 178509294, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

2,6,7-Trichloro-3-chloromethylquinoxaline (105 mg, 0.37 mmol) and 3-amino-5-mercapto-1,2,4-triazole (48 mg, 0.41 mmol) were dissolved in DMF (3 ml). Triethylamine (0.2 ml, 1.1 mmol) was added and the dark brown solution was allowed to stand at room temperature overnight. After evaporation of the solvent under reduced pressure, the residue was taken up in ethyl acetate and water. The layers were separated and the aqueous layer was extracted twice with ethyl acetate. The combined organic extracts were concentrated in vacuo, and the residue was purified by flash column chromatography using ethyl acetate to afford the title compound.

Workup

  1. customAfter evaporation of the solvent under reduced pressure
  2. customThe layers were separated
  3. extractionthe aqueous layer was extracted twice with ethyl acetate
  4. concentrationThe combined organic extracts were concentrated in vacuo
  5. customthe residue was purified by flash column chromatography

Sources & evidence

ORD record
ord-24792e6b3c024a75b135cfcfe2457524
Source dataset
uspto-grants-2005_08
Patent number
US06927214B1

Reaction notes

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