Lawesson's reagent → 3-Methoxyethoxyethoxyethylnaphtho[2,1-d]thiazoline-2-thion

HRID 1449591Notes

Reaction equation

HRID 1449591 reaction equation
[CH3:1][O:2][CH2:3][CH2:4][O:5][CH2:6][CH2:7][O:8][CH2:9][CH2:10][N:11]1[C:15]2[CH:16]=[CH:17][C:18]3[C:23]([C:14]=2[S:13][C:12]1=O)=[CH:22][CH:21]=[CH:20][CH:19]=3.COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:34])=CC=1>C1(C)C=CC=CC=1>[CH3:1][O:2][CH2:3][CH2:4][O:5][CH2:6][CH2:7][O:8][CH2:9][CH2:10][N:11]1[C:15]2[CH:16]=[CH:17][C:18]3[C:23]([C:14]=2[S:13][C:12]1=[S:34])=[CH:22][CH:21]=[CH:20][CH:19]=3

Participants

4

Reactant 2

HCID 87949Lawesson's reagentHCID 572725413-Methoxyethoxyethoxyethylnaphtho[2,1-d]thiazolin-2-on

Product 1

HCID 1317198163-Methoxyethoxyethoxyethylnaphtho[2,1-d]thiazoline-2-thion

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

1.7 g of 3-methoxyethoxyethoxyethylnaphtho[2,1-d]thiazoline-2-on, 2.4 g of Lawesson's reagent and 10 ml of toluene were fed into a 50 ml short-neck flask provided with a reflux condenser. The resultant mixture was heated under reflux and stirring for 2 hours. After cooling to room temperature followed by purification by column chromatography (hexane:ethyl acetate=3:1), the intended compound was obtained.

Workup

  1. customprovided with a reflux condenser
  2. temperatureunder reflux
  3. customfollowed by purification by column chromatography (hexane:ethyl acetate=3:1)
  4. customthe intended compound was obtained

Sources & evidence

ORD record
ord-eb38e72ade634ab2b154d39e8bf87ad3
Source dataset
uspto-grants-1997_02
Patent number
US05599825

Reaction notes

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