Water → HCID 20222067, compound

HRID 980123Notes

Reaction equation

HRID 980123 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[CH:15]=[C:14]([OH:16])[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[C:7]=1[OH:17])=[O:5])[CH3:2].S(Cl)([Cl:21])(=O)=O.O>C(Cl)(Cl)Cl>[CH2:1]([O:3][C:4]([C:6]1[C:7](=[O:17])[C:8]2[C:13]([C:14](=[O:16])[C:15]=1[Cl:21])=[CH:12][CH:11]=[CH:10][CH:9]=2)=[O:5])[CH3:2]

Participants

5

Reactant 3

HCID 962WaterHCID 24648Sulfuryl chlorideHCID 12388086Ethyl 1,4-dihydroxynaphthalene-2-carboxylate

Product 1

HCID 20222067HCID 20222067, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

23 g of compound (6) prepared above was suspended in 300 ml of chloroform and, while keeping the solution at 5°-10° C., 27.4 g of sulfuryl chloride was slowly dropwise added thereto. After reacting for 1.5 hours, water was added to the reaction solution to conduct separation and extraction. The organic phase was dried with anhydrous sodium sulfate, and chloroform was distilled off under reduced pressure. Rapid purification of the residue through silica gel column chromatography gave compound (7) as crystals. Yield: 8.8 g (33%).

Workup

  1. customat 5°-10° C.
  2. customseparation and extraction
  3. dry with materialThe organic phase was dried with anhydrous sodium sulfate, and chloroform
  4. distillationwas distilled off under reduced pressure
  5. customRapid purification of the residue through silica gel column chromatography

Sources & evidence

ORD record
ord-5dbe7fa807994653afa3cb482d6162ca
Source dataset
uspto-grants-1987_01
Patent number
US04636456

Reaction notes

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