Hydrochloric Acid → HCID 22402909, compound

HRID 259687Notes

Reaction equation

HRID 259687 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9](=O)[C:10]1[CH:15]=[C:14]([N+:16]([O-:18])=[O:17])[CH:13]=[CH:12][C:11]=1[S:19]C.C(OC(=O)C)(=O)C.Cl.[N:30]1C=CC=CC=1>CO.O.C(Cl)Cl>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9]1[C:10]2[CH:15]=[C:14]([N+:16]([O-:18])=[O:17])[CH:13]=[CH:12][C:11]=2[S:19][N:30]=1

Participants

8

Reactant 4

HCID 313Hydrochloric AcidHCID 1049PyridineHCID 7918Acetic AnhydrideHCID 22402914HCID 22402914, compound

Product 1

HCID 22402909HCID 22402909, compound

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 962WaterSolventHCID 6344DichloromethaneSolvent

Procedure

A solution of the oxime of 2'-methoxy-2-(methylthio)-5-nitrobenzophenone (8.3 g, 26.1 mmol) and acetic anhydride (20 mL) in pyridine (150 mL) is refluxed for 5 days, cooled and concentrated in vacuo to obtain a dark solid. A mixture of the solid in methanol is acidified with concentrated hydrochloric acid (pH5), diluted with water and filtered to obtain a solid. A solution of the solid in methylene chloride is passed through a silica gel pad and concentrated in vacuo to give the title product as a solid, mp 193°-198° C.

Workup

  1. temperaturecooled
  2. concentrationconcentrated in vacuo
  3. customto obtain a dark solid
  4. filtrationfiltered
  5. customto obtain a solid
  6. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-167c13a50f3f4db9a727a57dfbf8d0f2
Source dataset
uspto-grants-1996_06
Patent number
US05523278

Reaction notes

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