Acetic Acid → HCID 45381086, compound

HRID 1402796Notes

Reaction equation

HRID 1402796 reaction equation
[Cl:1][C:2]1[C:21]([Cl:22])=[CH:20][C:5]2[N:6]3[C:12](=[O:13])[CH2:11][CH:10]([C:14]4[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=4)[CH2:9][C:7]3=[N:8][C:4]=2[CH:3]=1.[ClH:23].C(O)(=[O:26])C>>[Cl:22][C:21]1[C:2]([Cl:1])=[CH:3][C:4]2[N:8]=[C:7]([CH2:9][CH:10]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[CH2:11][C:12]([OH:13])=[O:26])[NH:6][C:5]=2[CH:20]=1.[ClH:23]

Participants

4

Reactant 3

HCID 176Acetic AcidHCID 313Hydrochloric AcidHCID 45381085HCID 45381085, compound

Product 1

HCID 45381086HCID 45381086, compound

Procedure

The solution of 7,8-dichloro-3-phenyl-3,4-dihydropyrido[1,2-a]benzimidazol-1(2H)-one (96 mg) in a mixture of acetic acid (2 ml) and conc. HCl (1 ml) was heated to reflux shortly and then stirred at rt for 1 h. All volatiles were removed at the water aspirator at elevated temperature and the residue was dried by azeotropic distillation with toluene. The crude was triturated with chloroform (5 ml) to give 4-(5,6-dichloro-2-benzimidazolyl)-3-phenylbutanoic acid•HCl (102 mg) as colourless solid.

Workup

  1. temperaturewas heated
  2. temperatureto reflux shortly
  3. customAll volatiles were removed at the water
  4. dry with materialthe residue was dried by azeotropic distillation with toluene
  5. customThe crude was triturated with chloroform (5 ml)

Sources & evidence

ORD record
ord-fc48f57af440422bab43bce998de1a00
Source dataset
uspto-grants-2014_12
Patent number
US08912186B2

Reaction notes

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