HCID 178499619, compound → HCID 178479753, compound

HRID 2053781Notes

Reaction equation

HRID 2053781 reaction equation
[Cl:1][C:2]1[CH:15]=[CH:14][C:5]2[NH:6][C:7]([CH2:9][C:10]([O:12]C)=[O:11])=[N:8][C:4]=2[CH:3]=1>Cl>[ClH:1].[Cl:1][C:2]1[CH:15]=[CH:14][C:5]2[NH:6][C:7]([CH2:9][C:10]([OH:12])=[O:11])=[N:8][C:4]=2[CH:3]=1

Participants

3

Reactant 1

HCID 178499619HCID 178499619, compound

Product 1

HCID 178479753HCID 178479753, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

0.68 g (2.27 mmol) of 75% methyl (5-chloro-1H-benzimidazol-2-yl)acetate is suspended in 20 mL of concentrated hydrochloric acid solution and stirred for 16 hours at ambient temperature. The precipitate formed is suction filtered and the filtrate concentrated in vacuo at 50° C. The residue is taken up twice in toluene and twice in diethyl ether, the volatile constituents are eliminated in vacuo. The residue is washed with diethyl ether. Yield: 0.23 g (41%) (hydrochloride); Rf value: 0.15 (silica gel; dichloromethane/ethanol=8:2+1% glacial acetic acid); C9H7ClN2O2 x HCl (210.62/247.08); mass spectrum: (M+H)+=211/213 (chlorine isotope).

Workup

  1. customThe precipitate formed
  2. filtrationfiltered
  3. concentrationthe filtrate concentrated in vacuo at 50° C
  4. washThe residue is washed with diethyl ether

Sources & evidence

ORD record
ord-1d7a8935acf1436ab89946c2b0eeb34e
Source dataset
uspto-grants-2008_02
Patent number
US07326791B2

Reaction notes

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