Iodine → HCID 131728139, compound

HRID 2240558Notes

Reaction equation

HRID 2240558 reaction equation
II.[C:3]([C:5]1[CH:10]=[CH:9][C:8]([SH:11])=[CH:7][CH:6]=1)#[N:4].COC1C=CC(S([C:23]2[C:31]3[C:26](=[CH:27][CH:28]=[C:29]([CH3:32])[CH:30]=3)[N:25]([CH2:33][C:34]([OH:36])=[O:35])[C:24]=2[CH3:37])(=O)=O)=CC=1>CN(C=O)C>[NH4+:4].[C:3]([C:5]1[CH:10]=[CH:9][C:8]([S:11][C:23]2[C:31]3[C:26](=[CH:27][CH:28]=[C:29]([CH3:32])[CH:30]=3)[N:25]([CH2:33][C:34]([O-:36])=[O:35])[C:24]=2[CH3:37])=[CH:7][CH:6]=1)#[N:4]

Participants

5

Reactant 3

HCID 807IodineHCID 5850584-ThiobenzonitrileHCID 10067946HCID 10067946, compound

Product 1

HCID 131728139HCID 131728139, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Iodine (0.51 g) was added to a solution of 4-cyanobenzenethiol (0.27 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 (0.25 g).

Workup

  1. customAfter 1 h the solution was purified by reverse phase HPLC
  2. customThe solvent was evaporated in vacuo
  3. additionthe oily residue treated with ether
  4. customto give a solid
  5. filtrationFiltered off
  6. customdried

Sources & evidence

ORD record
ord-17742e4892c6431589fa861840b1a95d
Source dataset
uspto-grants-2010_05
Patent number
US07723373B2

Reaction notes

Loading…