1-Butanol → HCID 10149352, compound

HRID 2187651Notes

Reaction equation

HRID 2187651 reaction equation
Cl[C:2]1[C:3]2[CH:15]=[CH:14][CH:13]=[CH:12][C:4]=2[S:5][C:6]=1[C:7]1[NH:8][CH2:9][CH2:10][N:11]=1.CC(C)([O-])C.[K+].[CH2:22]([OH:26])[CH2:23][CH2:24][CH3:25]>>[CH2:22]([O:26][C:2]1[C:3]2[CH:15]=[CH:14][CH:13]=[CH:12][C:4]=2[S:5][C:6]=1[C:7]1[NH:8][CH2:9][CH2:10][N:11]=1)[CH2:23][CH2:24][CH3:25]

Participants

4

Reactant 3

HCID 2631-ButanolHCID 18476251HCID 18476251, compoundHCID 23665647Potassium tert-butoxide

Product 1

HCID 10149352HCID 10149352, compound

Procedure

A solution of 0.1 g (0.42 mmol) of 2-(3-chlorobenzo[b]thiophen-2-yl)-4,5-dihydro-1H-imidazole and 56 mg (0.5 mmol) of potassium tert.-butoxide in 2 ml of absolute n-butanol was heated for 3 d. After cooling the mixture was filtered, the filter rinsed with dichloromethane, and the filtrate concentrated under reduced pressure. The title compound was obtained from the residue after column chromatography on silica gel with dichloromethane/ethanolic ammonia gradient.

Workup

  1. temperatureAfter cooling the mixture
  2. filtrationwas filtered
  3. washthe filter rinsed with dichloromethane
  4. concentrationthe filtrate concentrated under reduced pressure

Sources & evidence

ORD record
ord-b39a1b640bc74eebb6fea591778a3134
Source dataset
uspto-grants-2002_06
Patent number
US06410562B1

Reaction notes

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