Hydrochloric Acid → HCID 66758918, compound

HRID 1402794Notes

Reaction equation

HRID 1402794 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([CH2:13][C:14]([NH:16][C:17]2[CH:22]=[CH:21][C:20]([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)=[CH:19][C:18]=2[N+:29]([O-])=O)=O)[CH2:9][C:10]([OH:12])=[O:11])=[CH:4][CH:3]=1.[ClH:32]>C(O)(=O)C>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([CH2:13][C:14]2[NH:29][C:18]3[CH:19]=[C:20]([C:23]4[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=4)[CH:21]=[CH:22][C:17]=3[N:16]=2)[CH2:9][C:10]([OH:12])=[O:11])=[CH:4][CH:3]=1.[ClH:32]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 66759243HCID 66759243, compound

Product 1

HCID 66758918HCID 66758918, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To a solution of 3-(4-chlorophenyl)-N-(3-nitro-[1,1′-biphenyl]-4-yl)glutaramic acid (0.52 g) in acetic acid (3 ml) iron powder (0.34 g) was added. The mixture was stirred vigorously at under reflux for 0.5 h. Then conc. HCl (2 ml) was added with caution. The resulting solution was stirred at reflux temperature for further 2 h. All volatiles were removed at the water aspirator and the residue was dissolved in acetic acid/conc. HCl 2:1 (3 ml). Water (3 ml) was added at reflux temperature and the mixture was left standing at rt overnight. The precipitate was collected by suction filtration and washed well with 1M HCl and water. After drying in vacuo 3-(4-chlorophenyl)-4-(5-phenyl-2-benzimidazolyl)butanoic acid•HCl (0.36 g) was obtained as beige coloured solid.

Workup

  1. temperatureunder reflux for 0.5 h
  2. stirringThe resulting solution was stirred
  3. temperatureat reflux temperature for further 2 h
  4. customAll volatiles were removed at the water aspirator
  5. dissolutionthe residue was dissolved in acetic acid/conc
  6. additionWater (3 ml) was added
  7. temperatureat reflux temperature
  8. waitthe mixture was left
  9. filtrationThe precipitate was collected by suction filtration
  10. washwashed well with 1M HCl and water
  11. dry with materialAfter drying in vacuo 3-(4-chlorophenyl)-4-(5-phenyl-2-benzimidazolyl)butanoic acid•HCl (0.36 g)
  12. customwas obtained as beige coloured solid

Sources & evidence

ORD record
ord-a411b660f1ec4942ba22096c408fa1bf
Source dataset
uspto-grants-2014_12
Patent number
US08912186B2

Reaction notes

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