Thiophosgene → HCID 57220997, compound

HRID 231956Notes

Reaction equation

HRID 231956 reaction equation
[OH:1][C:2]1[CH:21]=[CH:20][C:5]([C:6]([S:8][C:9]2[C:14]([F:15])=[C:13]([F:16])[C:12]([F:17])=[C:11]([F:18])[C:10]=2[F:19])=[O:7])=[CH:4][CH:3]=1.[C:22](Cl)([Cl:24])=[S:23].[OH-].[Na+].[Cl-].[Ca+2].[Cl-]>C(Cl)(Cl)Cl.O>[Cl:24][C:22]([O:1][C:2]1[CH:21]=[CH:20][C:5]([C:6]([S:8][C:9]2[C:14]([F:15])=[C:13]([F:16])[C:12]([F:17])=[C:11]([F:18])[C:10]=2[F:19])=[O:7])=[CH:4][CH:3]=1)=[S:23]

Participants

7

Reactant 4

HCID 10040ThiophosgeneHCID 14798Sodium HydroxideHCID 5284359Calcium ChlorideHCID 57287704HCID 57287704, compound

Product 1

HCID 57220997HCID 57220997, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6212ChloroformSolvent

Procedure

S-(Pentafluorophenyl) 4-(hydroxy)thiobenzoate (6.82 g) in dry chloroform (120 ml) was treated with thiophosgene (2.4 ml). This solution was treated with sodium hydroxide (0.85 g) in water (3 ml) with vigorous stirring for 10 minutes. Stirring was continued for 2 hours, when the solution was treated with calcium chloride and stirred for a further hour. Filtration and evaporation of the filtrate gave the title compound (7.6 g) as a homogeneous oil.

Workup

  1. stirringStirring
  2. waitwas continued for 2 hours
  3. stirringstirred for a further hour
  4. filtrationFiltration and evaporation of the filtrate

Sources & evidence

ORD record
ord-3820bce8fe1241f191aee17a058e1e7f
Source dataset
uspto-grants-1989_07
Patent number
US04849419

Reaction notes

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