Potassium Carbonate → HCID 178455642, compound

HRID 2421270Notes

Reaction equation

HRID 2421270 reaction equation
[C:1]1([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH:6]=[CH:5][C:4]([C:7]2[N:8]=[C:9]([CH2:12][CH2:13][NH2:14])[NH:10][CH:11]=2)=[CH:3][CH:2]=1.[S:21](Cl)([OH:24])(=O)=[O:22].[CH3:26][CH2:27][CH2:28][CH3:29].C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[C:1]1([C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=2)[CH:6]=[CH:5][C:4]([C:7]2[N:8]=[C:9]([CH2:12][CH2:13][NH:14][S:21]([CH2:26][CH2:27][CH2:28][CH3:29])(=[O:24])=[O:22])[NH:10][CH:11]=2)=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 20144767HCID 20144767, compoundHCID 178510886HCID 178510886, compound

Product 1

HCID 178455642HCID 178455642, compoundYield 19%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
23 °C

Procedure

A mixture containing 2-(4-[1,1′-biphenyl]-4-yl-1H-imidazol-2-yl)ethylamine (obtained in Stage 32.2 of Example 32; 660 mg; 0.0025 mol) and n-butane sulphochloride (390 mg; 0.0025 mol) in 20 ml of DMF is stirred for two hours at 23° C. Potassium carbonate (345 mg; 0.0025 mol.) is then added, then stirring is continued for two hours. The solvent is evaporated off and the reaction mixture is taken up in water and dichloromethane. The organic phase is washed with a saturated solution of sodium chloride then dried. The solvent is evaporated off and the residue obtained is purified on a silica column (eluent: CH2Cl2-MeOH/93-07). A light beige-coloured powder is obtained with a yield of 19%. Melting point: 168.5° C.

Workup

  1. stirringstirring
  2. waitis continued for two hours
  3. customThe solvent is evaporated off
  4. washThe organic phase is washed with a saturated solution of sodium chloride
  5. customthen dried
  6. customThe solvent is evaporated off
  7. customthe residue obtained
  8. customis purified on a silica column (eluent: CH2Cl2-MeOH/93-07)
  9. customA light beige-coloured powder is obtained with a yield of 19%

Sources & evidence

ORD record
ord-d98c864745df421eac1b6e7c5b0bbac1
Source dataset
uspto-grants-2011_06
Patent number
US07956075B2

Reaction notes

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