Hydrochloric Acid → HCID 9956095, compound

HRID 2427904Notes

Reaction equation

HRID 2427904 reaction equation
[CH2:1]([C:4]1[N:8]([CH2:9][C:10]2[CH:15]=[CH:14][C:13]([C:16]3[C:17]([CH:22]=[O:23])=[CH:18][CH:19]=[CH:20][CH:21]=3)=[CH:12][CH:11]=2)[C:7]2[CH:24]=[C:25]([C:29]3[N:30]=[CH:31][N:32]([CH3:34])[CH:33]=3)[CH:26]=[C:27]([CH3:28])[C:6]=2[N:5]=1)[CH2:2][CH3:3].[OH:35]O.Cl>O.C(#N)C>[CH2:1]([C:4]1[N:8]([CH2:9][C:10]2[CH:15]=[CH:14][C:13]([C:16]3[C:17]([C:22]([OH:35])=[O:23])=[CH:18][CH:19]=[CH:20][CH:21]=3)=[CH:12][CH:11]=2)[C:7]2[CH:24]=[C:25]([C:29]3[N:30]=[CH:31][N:32]([CH3:34])[CH:33]=3)[CH:26]=[C:27]([CH3:28])[C:6]=2[N:5]=1)[CH2:2][CH3:3]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 784Hydrogen PeroxideHCID 11947986HCID 11947986, compound

Product 1

HCID 9956095HCID 9956095, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolvent3×HCID 6342AcetonitrileSolvent

Procedure

A solution of 1.7 g (14.7 mmol) of NaClO2X4H2O (79% purity) in 7 ml of water is added dropwise to a stirred mixture of 4′-[(2-n-propyl-4-methyl-6-(1-methyl-imidazol-4-yl)-benzimidazol-1-yl)methyl]-biphenyl-2-carboxaldehyde (2.5 g, 4.5 mmol) in 10 ml of acetonitrile, 0.16 g of NaH2PO4 in 2 ml of H2O and 2.5 ml of 30% H2O2 at the temperature 10° C. pH of the mixture is adjusted to pH=2 with concentrated HCl and stirring is continued for 1.5 h at room temperature. Reaction mixture is poured into 120 ml of water, stirred for 15 minutes, filtered, washed with 2×10 ml of water and dried in vacuo. Yield: 2.34 g (90.6%)

Workup

  1. customat the temperature 10° C.
  2. customReaction mixture
  3. stirringstirred for 15 minutes
  4. filtrationfiltered
  5. washwashed with 2×10 ml of water
  6. customdried in vacuo

Sources & evidence

ORD record
ord-a991a549eada4b1db1c2dcf33589bf04
Source dataset
uspto-grants-2011_06
Patent number
US07968727B2

Reaction notes

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