1H-1,2,4-Triazole → HCID 15290692, compound

HRID 1720308Notes

Reaction equation

HRID 1720308 reaction equation
Cl[CH2:2][CH2:3][CH2:4][S:5]([N:8]([CH2:16][CH2:17][CH2:18][CH2:19][O:20][C:21]1[CH:22]=[C:23]2[C:28](=[CH:29][CH:30]=1)[NH:27][C:26](=[O:31])[CH:25]=[CH:24]2)[CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)(=[O:7])=[O:6].[NH:32]1[CH:36]=[N:35][CH:34]=[N:33]1>O1CCOCC1>[N:32]1([CH2:2][CH2:3][CH2:4][S:5]([N:8]([CH2:16][CH2:17][CH2:18][CH2:19][O:20][C:21]2[CH:22]=[C:23]3[C:28](=[CH:29][CH:30]=2)[NH:27][C:26](=[O:31])[CH:25]=[CH:24]3)[CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)(=[O:7])=[O:6])[CH:36]=[N:35][CH:34]=[N:33]1

Participants

4

Reactant 2

HCID 92571H-1,2,4-TriazoleHCID 15290698HCID 15290698, compound

Product 1

HCID 15290692HCID 15290692, compoundYield 30.5%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

1.0 g of 6-{4-[N-(3-chloropropylsulfonyl)-N-benzylamino]butoxy}carbostyril and 600 mg of 1,2,4-triazole were stirred at 140° C. for 3 hours. The reaction mixture was diluted with dioxane. The resulting crystals were collected by filtration and purified by a column chromatography (eluant: 3% methanol/chloroform). The purified crystals were recrystallized from ethyl acetate to obtain 327 mg of 6-[4-{N-[3-(1,2,4-triazol-1-yl)propylsulfonyl]-N-benzylamino}butoxy]-carbostyril.

Workup

  1. filtrationThe resulting crystals were collected by filtration
  2. custompurified by a column chromatography (eluant: 3% methanol/chloroform)
  3. customThe purified crystals were recrystallized from ethyl acetate

Sources & evidence

ORD record
ord-639ff35178734c9daaafbb846e6709c9
Source dataset
uspto-grants-1996_04
Patent number
US05506239

Reaction notes

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