HCID 13091157, compound → HCID 13091162, compound

HRID 1902651Notes

Reaction equation

HRID 1902651 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][C:9]2[C:10](=[O:20])[CH:11]=[C:12]([C:15]([O:17]CC)=[O:16])[O:13][CH:14]=2)=[CH:4][CH:3]=1>O1CCOCC1.Cl>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][C:9]2[C:10](=[O:20])[CH:11]=[C:12]([C:15]([OH:17])=[O:16])[O:13][CH:14]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 1

HCID 13091157HCID 13091157, compound

Product 1

HCID 13091162HCID 13091162, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 312751,4-DioxaneSolvent

Procedure

A solution of ethyl 5-(4-chlorophenylthio)-4-oxo-4H-pyran-2-carboxylate (5.0 g) in dioxan (40 ml) and concentrated hydrochloric acid (20 ml) was heated under reflux for 2 hours then evaporated under vacuum. The solid residue was dried and recrystallised from ethyl acetate-petroleum spirit (60°-80° C.) to give the title product (mp 165°-167° C. with decomposition).

Workup

  1. temperatureunder reflux for 2 hours
  2. customthen evaporated under vacuum
  3. customThe solid residue was dried
  4. customrecrystallised from ethyl acetate-petroleum spirit (60°-80° C.)

Sources & evidence

ORD record
ord-dd83a92d96ce453ab41209a392670eae
Source dataset
uspto-grants-1982_12
Patent number
US04364956

Reaction notes

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