Methanol → HCID 86635344, compound

HRID 657055Notes

Reaction equation

HRID 657055 reaction equation
[F:1][C:2]1[CH:3]=[C:4]2[N:10]([CH2:11][CH:12]=C)[C:9](=[O:14])[S:8][C:5]2=[N:6][CH:7]=1.CO.[O:17]=[O+][O-].CSC>C(Cl)Cl.O=O>[F:1][C:2]1[CH:3]=[C:4]2[N:10]([CH2:11][CH:12]=[O:17])[C:9](=[O:14])[S:8][C:5]2=[N:6][CH:7]=1

Participants

7

Reactant 4

HCID 887MethanolHCID 1068Dimethyl SulfideHCID 24823OzoneHCID 68992981HCID 68992981, compound

Product 1

HCID 86635344HCID 86635344, compound

Reagents, catalysts & solvents 2

HCID 977OxygenSolventHCID 6344DichloromethaneSolvent

Procedure

6-Fluoro-1-(2-propen-1-yl)[1,3]thiazolo[5,4-b]pyridin-2(1H)-one (0.046 g, 0.22 mmole) was dissolved in DCM (8 ml) and MeOH (1 ml) and the solution cooled to −70° C. A gas mixture containing ozone in oxygen was bubbled through the solution for 20 mins to give a pale green solution. Argon was then bubbled through the solution for 5 mins then dimethyl sulphide (0.064 ml, 0.87 mmole) added. The mixture was allowed to warm to rt then evaporated to dryness to give a crude product which was used without further purification.

Workup

  1. customwas bubbled through the solution for 20 mins
  2. customto give a pale green solution
  3. customArgon was then bubbled through the solution for 5 mins
  4. customthen evaporated to dryness

Sources & evidence

ORD record
ord-871a0bf361fd4cf5bb5efe2937fa15a4
Source dataset
uspto-grants-2011_12
Patent number
US08071592B2

Reaction notes

Loading…