Thiophosgene → HCID 22340996, compound

HRID 1166036Notes

Reaction equation

HRID 1166036 reaction equation
[Cl:1][C:2]1[C:7]([O:8][C:9]2[N:14]=[CH:13][CH:12]=[CH:11][N:10]=2)=[CH:6][C:5]([NH2:15])=[C:4]([F:16])[CH:3]=1.[C:17](Cl)(Cl)=[S:18]>C(OCC)(=O)C>[Cl:1][C:2]1[CH:3]=[C:4]([F:16])[C:5]([N:15]=[C:17]=[S:18])=[CH:6][C:7]=1[O:8][C:9]1[N:10]=[CH:11][CH:12]=[CH:13][N:14]=1

Participants

4

Reactant 2

HCID 10040ThiophosgeneHCID 114478024-chloro-2-fluoro-5-(2-pyrimidinyloxy)aniline

Product 1

HCID 22340996HCID 22340996, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

4-Chloro-2-fluoro-5-(2-pyrimidinyloxy)benzenamine (1.0 g) was dissolved in anhydrous ethyl acetate (50 ml) and thiophosgene (0.59 g) was slowly added to the stirred solution. The mixture was heated at reflux for 2 hr. Evaporation of the solvent afforded 2-(2-chloro-4-fluoro-5-isothiocyanatophenoxy)pyrimidine.

Workup

  1. temperatureThe mixture was heated
  2. temperatureat reflux for 2 hr
  3. customEvaporation of the solvent

Sources & evidence

ORD record
ord-36e7756d243443f2bebc853a2dca8e46
Source dataset
uspto-grants-2003_09
Patent number
US06613718B2

Reaction notes

Loading…