Acetic Acid → HCID 75692679, compound

HRID 1012210Notes

Reaction equation

HRID 1012210 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:8]=[CH:9][C:10]=1[O:11][CH2:12][CH2:13][O:14][CH3:15])[CH:6]=O.[S:16]1[CH2:22][C:20](=[O:21])[NH:19][C:17]1=[S:18].CC([O-])=O.[Na+].CC(O)=O>O>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:6]=[C:22]2[S:16][C:17](=[S:18])[NH:19][C:20]2=[O:21])[CH:8]=[CH:9][C:10]=1[O:11][CH2:12][CH2:13][O:14][CH3:15]

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 517045Sodium AcetateHCID 1201546RhodanineHCID 6484658HCID 6484658, compound

Product 1

HCID 75692679HCID 75692679, compoundYield 72%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
90 °C

Procedure

To a N2-purged flask was added 3-methoxy-4-(2-methoxy-ethoxy)-benzaldehyde from Step A (162 mg, 771 mmol), rhodanine (103 mg, 1 equiv), NaOAc (190 mg, 2.31 mmol) and HOAc (3 mL). The mixture was stirred and heated at 90° C. for 14 h under a condenser, resulting in a yellow precipitate. The reaction mixture was diluted with water (100 mL) and the solid precipitate was filtered in a Buchner funnel. The solid was washed with water, washed with hexane, and dried under high vacuum to yield the intermediate compound (179 mg, 72% yield).

Workup

  1. customTo a N2-purged flask
  2. customresulting in a yellow precipitate
  3. filtrationthe solid precipitate was filtered in a Buchner funnel
  4. washThe solid was washed with water
  5. washwashed with hexane
  6. customdried under high vacuum

Sources & evidence

ORD record
ord-e75cba1e9a0545e0a6989c5d51fef107
Source dataset
uspto-grants-2011_07
Patent number
US07977489B2

Reaction notes

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