Water → HCID 86749982, compound

HRID 1082253Notes

Reaction equation

HRID 1082253 reaction equation
[CH3:1][C:2]1[O:6][C:5]([CH:7]=O)=[CH:4][CH:3]=1.[S:9]1C[C:13](=[O:14])[NH:12][C:10]1=[S:11].C([O-])(=O)C.[Na+].O>C(O)(=O)C.CCOCC>[CH3:1][C:2]1[O:6][C:5](=[C:7]2[S:11][C:10](=[S:9])[NH:12][C:13]2=[O:14])[CH2:4][CH:3]=1

Participants

7

Reactant 4

HCID 962WaterHCID 120975-MethylfurfuralHCID 517045Sodium AcetateHCID 1201546Rhodanine

Product 1

HCID 86749982HCID 86749982, compoundYield 94.2%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 3283Diethyl EtherSolvent

Procedure

A mixture of 5-methylfuran-2-carboxaldehyde (5.51 g, 50 mmol, purchased from Wako Junyaku Kogyo), rhodanine (6.66 g, 50 mmol, purchased from Tokyo Kase), and anhydrous sodium acetate (2.3 g, 150 mmol, purchased from Kokusan Kagaku) in 35 ml of acetic acid (purchased from Wako Junyaku Kogyo) was refluxed for 30 minutes. After being cooled, the reaction mixture was poured into 500 ml of water. The precipitate was collected and washed with water, with ethanol, and then with ether to give 10.04 g (yield: 89.1%) of (5-methylfurylidene) rhodanine as an orange-brown color crystalline.

Workup

  1. temperaturewas refluxed for 30 minutes
  2. temperatureAfter being cooled
  3. customThe precipitate was collected
  4. washwashed with water, with ethanol

Sources & evidence

ORD record
ord-ed3af40df2be493eaaeb9cc02fcb3d5c
Source dataset
uspto-grants-1996_12
Patent number
US05589506

Reaction notes

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