HCID 14025829, compound → 2-((Furan-2-ylmethyl)thio)acetamide

HRID 704917Notes

Reaction equation

HRID 704917 reaction equation
[CH2:1]([S:7][CH2:8][C:9]([O:11]C1C=CC([N+]([O-])=O)=CC=1)=O)[C:2]1[O:6][CH:5]=[CH:4][CH:3]=1.OCC1C=C(C=CC=1)OCCC[NH2:30]>O1CCCC1>[CH2:1]([S:7][CH2:8][C:9]([NH2:30])=[O:11])[C:2]1[O:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 14025829HCID 14025829, compoundHCID 145129684-Nitrophenyl {[(furan-2-yl)methyl]sulfanyl}acetate

Product 1

HCID 110193152-((Furan-2-ylmethyl)thio)acetamide

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

p-Nitrophenyl 2-(furfurylthio)acetate (6.5 g) was dissolved in 200 ml of tetrahydrofuran, and under ice cooling, 75 ml of a tetrahydrofuran solution of 4 g of 3-(3-hydroxymethylphenoxy)propylamine was added dropwise to the solution. One hour later, the temperature was returned to room temperature, and the mixture was stirred for 18 hours. The solvent was concentrated, and the concentrate was taken into ethyl acetate, washed with a 1N aqueous solution of sodium hydroxide and water, and dried. The solvent was evaporated to give 7.02 g (94.9%) of N-3-(3-hydroxymethylphenoxy)propyl]-2-(furfurylthio)acetamide.

Workup

  1. customOne hour
  2. customwas returned to room temperature
  3. concentrationThe solvent was concentrated
  4. washwashed with a 1N aqueous solution of sodium hydroxide and water
  5. customdried
  6. customThe solvent was evaporated

Sources & evidence

ORD record
ord-fb9e6f00fa9d47628e2a19a9bf7b6c52
Source dataset
uspto-grants-1991_01
Patent number
US04988828

Reaction notes

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