Sodium Hydroxide → HCID 14719498, compound

HRID 465909Notes

Reaction equation

HRID 465909 reaction equation
[CH3:1][O:2][C:3]1[CH:16]=[CH:15][C:6]([C:7]([N:9]2[CH2:13][CH2:12][S:11][C:10]2=S)=[O:8])=[C:5]([O:17][CH2:18][O:19][CH3:20])[CH:4]=1.[NH2:21]C1SCCN=1.[OH-].[Na+]>O1CCCC1>[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:21]=2)=[O:8])=[C:5]([O:17][CH2:18][O:19][CH3:20])[CH:4]=1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 156894,5-Dihydro-2-thiazolamineHCID 14719497HCID 14719497, compound

Product 1

HCID 14719498HCID 14719498, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

12.36 g of the thus produced N-(4-methoxy-2-methoxymethoxybenzoyl)thiazolidine-2-thion and 8.36 g of 2-aminothiazoline was dissolved in 150 ml of tetrahydrofuran, and the solution was agitated for 20 hours. To the solution was added 2N aqueous solution of sodium hydroxide. The mixture was extracted with methylene chloride and the extract was dried over anhydrous sodium sulfate. The solvent was distilled off in evacuated atomosphere, and the residue was subjected to column chromatography using silica gel. There was obtained 10.15 g of 2-(4-methoxy-2-methoxymethoxybenzoylamino)thiazoline from fractions eluted with methylene chloride.

Workup

  1. extractionThe mixture was extracted with methylene chloride
  2. dry with materialthe extract was dried over anhydrous sodium sulfate
  3. distillationThe solvent was distilled off in evacuated atomosphere

Sources & evidence

ORD record
ord-306200db578249e493532e369f895113
Source dataset
uspto-grants-1992_10
Patent number
US05155106

Reaction notes

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