4-Sulfanylidene-1,3-thiazolidin-2-one → HCID 178464088, compound

HRID 1620533Notes

Reaction equation

HRID 1620533 reaction equation
[NH2:1][CH2:2][CH2:3][O:4][CH2:5][CH2:6][N:7]([CH2:10][CH3:11])[CH2:8][CH3:9].S=[C:13]1[CH2:17][S:16][C:15](=[O:18])[NH:14]1>C(O)C>[CH2:10]([N:7]([CH2:8][CH3:9])[CH2:6][CH2:5][O:4][CH2:3][CH2:2][NH:1][C:13]1[CH2:17][S:16][C:15](=[O:18])[N:14]=1)[CH3:11]

Participants

4

Reactant 2

HCID 15395954-Sulfanylidene-1,3-thiazolidin-2-oneHCID 15105206[2-(2-aminoethoxy)ethyl]diethylamine

Product 1

HCID 178464088HCID 178464088, compoundYield 54%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 2-(2-aminoethoxy)-N,N-diethylethanamine (2.23 g) in ethanol (50 mL) was added 4-thioxo-1,3-thiazolidin-2-one (1.76 g), and the mixture was stirred at room temperature overnight. The reaction mixture was concentrated, and the residue was purified by silica gel column chromatography (NH, methanol/ethyl acetate) to give the title compound (1.85 g).

Workup

  1. concentrationThe reaction mixture was concentrated
  2. customthe residue was purified by silica gel column chromatography (NH, methanol/ethyl acetate)

Sources & evidence

ORD record
ord-769e7bc1ef3546a18f20c8b924b3a45c
Source dataset
uspto-grants-2014_07
Patent number
US08772277B2

Reaction notes

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