Thiophenol → HCID 21162740, compound

HRID 894209Notes

Reaction equation

HRID 894209 reaction equation
[C:1]1([SH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:8](=O)([O-])[O-].[K+].[K+].C[C:15]1[C:25]2[CH:24](Cl)[C:23]3[CH:27]=[CH:28][CH:29]=[CH:30][C:22]=3[CH2:21][O:20][C:19]=2[CH:18]=[CH:17][C:16]=1[C:31]([OH:33])=[O:32]>CN(C)C=O.O>[C:1]1([S:7][CH:24]2[C:23]3[CH:27]=[CH:28][CH:29]=[CH:30][C:22]=3[CH2:21][O:20][C:19]3[CH:18]=[CH:17][C:16]([C:31]([O:33][CH3:8])=[O:32])=[CH:15][C:25]2=3)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

6

Reactant 3

HCID 7969ThiophenolHCID 11430Potassium CarbonateHCID 70473694HCID 70473694, compound

Product 1

HCID 21162740HCID 21162740, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

Add 0.12 ml of benzenethiol to a 70° C. suspension of 0.5 gm of potassium carbonate in 5 ml of dimethylformamide. Stir under a nitrogen atmosphere for 10 minutes. Add 0.27 gm of methyl 6,11-dihydro-11-chlorodibenz[b,e]oxepin-2-carboxylic acid and stir for 15 minutes. Dilute with water and extract with ether. Wash the extract with 5% aqueous potassium hydroxide and with saturated aqueous sodium chloride solution. Dry over anhydrous sodium sulfate and concentrate to dryness to obtain the title product (Yield 0.226 gm).

Workup

  1. stirringstir for 15 minutes
  2. extractionextract with ether
  3. washWash the
  4. extractionextract with 5% aqueous potassium hydroxide and with saturated aqueous sodium chloride solution
  5. dry with materialDry over anhydrous sodium sulfate
  6. concentrationconcentrate to dryness

Sources & evidence

ORD record
ord-0083c8eede0d43b182bc0b967185ee34
Source dataset
uspto-grants-1981_08
Patent number
US04282365

Reaction notes

Loading…