Iodine → NSC327957

HRID 2036278Notes

Reaction equation

HRID 2036278 reaction equation
[NH2:1][C:2]1[N:7]([CH3:8])[C:6](=[O:9])[N:5]([CH3:10])[C:4](=[O:11])[C:3]=1[C:12]([S:14][CH3:15])=[S:13].II>CS(C)=O>[CH3:10][N:5]1[C:4](=[O:11])[C:3]2=[C:12]([S:14][CH3:15])[S:13][N:1]=[C:2]2[N:7]([CH3:8])[C:6]1=[O:9]

Participants

4

Reactant 2

HCID 807IodineHCID 820638HCID 820638, compound

Product 1

HCID 332092NSC327957

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

The mixture of step 1 intermediate (15.0 g, 60.64 mmol) and iodine (15.39 g, 60.64 mmol) in dry DMSO (250 ml) was heated at 100° C. for 3 h under nitrogen atmosphere. The mixture was cooled to room temperature and quenched into water (200 ml), solid separated out was filtered and washed with saturated solution of sodium thiosulphate (150 ml), water (100 ml) and dried to obtain 13.4 g as an off white solid; 1H NMR (300 MHz, DMSO-d6) δ 2.67 (s, 3H), 3.18 (s, 3H), 3.40 (s, 3H).

Workup

  1. customquenched into water (200 ml), solid
  2. customseparated out
  3. filtrationwas filtered
  4. washwashed with saturated solution of sodium thiosulphate (150 ml), water (100 ml)
  5. customdried
  6. customto obtain 13.4 g as an off white solid

Sources & evidence

ORD record
ord-4b0b9c86ea9549b99ee30b108582ac51
Source dataset
uspto-grants-2013_11
Patent number
US08575178B2

Reaction notes

Loading…