Iodine → HCID 131728140, compound
Reaction equation
II.[CH3:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[SH:10].COC1C=CC(S([C:22]2[C:30]3[C:25](=[CH:26][CH:27]=[C:28]([CH3:31])[CH:29]=3)[N:24]([CH2:32][C:33]([OH:35])=[O:34])[C:23]=2[CH3:36])(=O)=O)=CC=1>CN(C=O)C>[NH4+:24].[CH3:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[S:10][C:22]1[C:30]2[C:25](=[CH:26][CH:27]=[C:28]([CH3:31])[CH:29]=2)[N:24]([CH2:32][C:33]([O-:35])=[O:34])[C:23]=1[CH3:36]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
Iodine (0.29 g) was added to a solution of 2-methylbenzenethiol (0.16 g) and the product from example 13 step a) (0.2 g) in DMF (5 ml). After 1 h the solution was purified by reverse phase HPLC. The solvent was evaporated in vacuo and the oily residue treated with ether to give a solid. Filtered off and dried to yield the title compound as a white solid (0.19 g).
Workup
- customAfter 1 h the solution was purified by reverse phase HPLC
- customThe solvent was evaporated in vacuo
- additionthe oily residue treated with ether
- customto give a solid
- filtrationFiltered off
- customdried
Sources & evidence
- ORD record
- ord-4610bdf271fa41d6a3e0a6ca915f9263
- Source dataset
- uspto-grants-2010_05
- Patent number
- US07723373B2
Reaction notes
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