Methanol → HCID 18400087, compound
Reaction equation
[C:1]([C:4]1[N:8]([CH2:9][C:10]2[CH:15]=[CH:14][C:13]([C:16]3[C:17]([S:22]([NH2:25])(=[O:24])=[O:23])=[CH:18][CH:19]=[CH:20][CH:21]=3)=[CH:12][CH:11]=2)[C:7]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)=[N:6][C:5]=1Cl)(=[O:3])[CH3:2].[OH-:33].[Na+].[CH3:35]O>>[C:1]([C:4]1[N:8]([CH2:9][C:10]2[CH:15]=[CH:14][C:13]([C:16]3[C:17]([S:22]([NH2:25])(=[O:24])=[O:23])=[CH:18][CH:19]=[CH:20][CH:21]=3)=[CH:12][CH:11]=2)[C:7]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)=[N:6][C:5]=1[O:33][CH3:35])(=[O:3])[CH3:2]Participants
4
Procedure
760 mg of 4′-(5-acetyl-4-chloro-2-phenylimidazol-1-ylmethyl)biphenyl-2-sulfonamide and 650 mg of NaOH are refluxed for 22 h in 10 ml of methanol. The solvent is then removed in vacuo, the residue is taken up in 20 ml of water, and the solution is adjusted to pH=6 using a 10% aqueous HCl solution and extracted 3 times using 50 ml of EA each time. The extract is dried over Na2SO4 and the solvent is removed in vacuo. Chromatography on silica gel using MTB/DIP 1:1 yields 230 mg of a viscous oil.
Workup
- customThe solvent is then removed in vacuo
- extractionextracted 3 times
- dry with materialThe extract is dried over Na2SO4
- customthe solvent is removed in vacuo
Sources & evidence
- ORD record
- ord-16ec3ae3ddca4d108f38206e7a5f6c57
- Source dataset
- uspto-grants-2002_11
- Patent number
- US06486189B2
Reaction notes
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