Thionyl Chloride → HCID 178440685, compound

HRID 1054531Notes

Reaction equation

HRID 1054531 reaction equation
[C:1]([C:5]1[CH:18]=[CH:17][C:8]2[NH:9][C:10]([CH2:12][CH2:13][CH2:14][CH2:15]O)=[N:11][C:7]=2[CH:6]=1)([CH3:4])([CH3:3])[CH3:2].S(Cl)([Cl:21])=O>>[ClH:21].[C:1]([C:5]1[CH:18]=[CH:17][C:8]2[NH:9][C:10]([CH2:12][CH2:13][CH2:14][CH2:15][Cl:21])=[N:11][C:7]=2[CH:6]=1)([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 178440686HCID 178440686, compound

Product 1

HCID 178440685HCID 178440685, compoundYield 100%

Procedure

A solution of 4-(5-tert-Butyl-1H-benzoimidazol-2-yl)-butan-1-ol (1.00 g, 4.06 mmol) in thionyl chloride (10 ml) was heated to 80° for 1 h. LCMS analysis shows complete consumption of starting material. The solvent was evaporated and the residue was co-evaporated with toluene (4×10 ml) to afford 1.22 g (100%) of crude product as a beige solid which was used without purification; MS (ESI+) for C15H21ClN2 m/z 1 [M+H]+, 265.15; HPLC purity 99% (ret. time, 1.66 min).

Workup

  1. customconsumption of starting material
  2. customThe solvent was evaporated

Sources & evidence

ORD record
ord-a52b86916413431b802df24776907fa8
Source dataset
uspto-grants-2016_07
Patent number
US09394310B2

Reaction notes

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