Phosphorus pentachloride → HCID 54155233, compound

HRID 1707178Notes

Reaction equation

HRID 1707178 reaction equation
P(Cl)(Cl)(Cl)(Cl)[Cl:2].[Cl:7][CH:8]([Cl:22])[C:9]([O:11][N:12]=[C:13]([C:17]1[S:18][CH:19]=[CH:20][CH:21]=1)[C:14](O)=[O:15])=[O:10]>C(Cl)Cl>[Cl:7][CH:8]([Cl:22])[C:9]([O:11][N:12]=[C:13]([C:17]1[S:18][CH:19]=[CH:20][CH:21]=1)[C:14]([Cl:2])=[O:15])=[O:10]

Participants

4

Reactant 2

HCID 24819Phosphorus pentachlorideHCID 54467064HCID 54467064, compound

Product 1

HCID 54155233HCID 54155233, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Phosphorus pentachloride (27.2 g.) was added portionwise during ca. 20 minutes to a stirred and cooled (ice-bath) suspension of 2-dichloroacetoxyimino-2-(thien-2-yl)acetic acid (syn-isomer) (37.0 g.) in methylene chloride (370 ml.). The mixture was stirred at 0° for a further 30 minutes during which time all the solid dissolved. After removal of the solvent under reduced pressure, benzene was evaporated from the residue at 20°, and the process repeated to give 2-dichloroacetoxyimino-2-(thien-2-yl)acetyl chloride (syn-isomer) as an oil that was used directly in the next stage.

Workup

  1. temperaturecooled
  2. stirringThe mixture was stirred at 0° for a further 30 minutes during which time all the solid
  3. dissolutiondissolved
  4. customAfter removal of the solvent under reduced pressure, benzene
  5. customwas evaporated from the residue at 20°

Sources & evidence

ORD record
ord-deaecbc153e549c28065ce6cbc76d54c
Source dataset
uspto-grants-1980_06
Patent number
US04209616

Reaction notes

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