Hydrochloric Acid → HCID 178419843, compound

HRID 1935756Notes

Reaction equation

HRID 1935756 reaction equation
CN(C)S([N:6]1[C:10]([C:11]2[C:19]3[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=3)[CH:13]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[CH:12]=2)=[CH:9][N:8]=[CH:7]1)(=O)=O.Cl>>[C:20]1([CH:13]2[C:14]3[C:19](=[CH:18][CH:17]=[CH:16][CH:15]=3)[C:11]([C:10]3[N:6]=[CH:7][NH:8][CH:9]=3)=[CH:12]2)[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 69832039HCID 69832039, compound

Product 1

HCID 178419843HCID 178419843, compound

Procedure

5-(3-Phenyl-3H-inden-1-yl)-1H-imidazole-1-sulfonic acid dimethylamide (158 mg, 0.43 mmol) in 5 ml of a 1.5 M HCl solution was refluxed for 1.5 hr. The reaction mixture was made basic and then extracted with ethyl acetate. The organic phase was washed with water and dried. The solvent was removed under reduced pressure. The crude 4-(3-phenyl-3H-inden-1-yl)-1H-imidazole which was the mixture of isomers (the ratio 75:25) was purified by flash chromatography (elution with dichloromethane-methanol 9.75:0.25).

Workup

  1. extractionextracted with ethyl acetate
  2. washThe organic phase was washed with water
  3. customdried
  4. customThe solvent was removed under reduced pressure
  5. additionthe mixture of isomers (the ratio 75:25)
  6. customwas purified by flash chromatography (elution with dichloromethane-methanol 9.75:0.25)

Sources & evidence

ORD record
ord-bde4359ef5d44a03b01229ed355c919f
Source dataset
uspto-grants-2002_05
Patent number
US06388090B2

Reaction notes

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