HCID 14719498, compound → HCID 14719499, compound

HRID 465910Notes

Reaction equation

HRID 465910 reaction equation
[CH3:1][O:2][C:3]1[CH:16]=[CH:15][C:6]([C:7]([NH:9][C:10]2[S:11][CH2:12][CH2:13][N:14]=2)=[O:8])=[C:5]([O:17]COC)[CH:4]=1>Cl.CO>[OH:17][C:5]1[CH:4]=[C:3]([O:2][CH3:1])[CH:16]=[CH:15][C:6]=1[C:7]([NH:9][C:10]1[S:11][CH2:12][CH2:13][N:14]=1)=[O:8]

Participants

3

Reactant 1

HCID 14719498HCID 14719498, compound

Product 1

HCID 14719499HCID 14719499, compound

Reagents, catalysts & solvents 1

HCID 21893726Hydrochloride methanolSolvent

Procedure

To 8.87 g of the thus produced 2-(4-methoxy-2-methoxymethoxybenzoylamino)thiazoline was added 200 ml of aqueous hydrochloric acid-methanol, and the mixture was heated under reflux for 15 minutes. The solvent was distilled off in evacuated atomosphere, and to the residue was added saturated aqueous solution of sodium bicarbonate. The mixture was extracted with chloroform, and the extract was dried over anhydrous sodium sulfate. The solvent was distilled off in evacuated atomosphere and the residue was recrystallized from benzene to produce 6.39 g of 2-(2-hydroxy-4-methoxybenzoylamino)thiazoline.

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 15 minutes
  3. distillationThe solvent was distilled off in evacuated atomosphere
  4. additionto the residue was added saturated aqueous solution of sodium bicarbonate
  5. extractionThe mixture was extracted with chloroform
  6. dry with materialthe extract was dried over anhydrous sodium sulfate
  7. distillationThe solvent was distilled off in evacuated atomosphere
  8. customthe residue was recrystallized from benzene

Sources & evidence

ORD record
ord-b689c98e9b70443e8e1fe9c4bac1e74a
Source dataset
uspto-grants-1992_10
Patent number
US05155106

Reaction notes

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