Acetic Acid → 5-(3,4-Diethoxybenzylidene)rhodanine

HRID 1583575Notes

Reaction equation

HRID 1583575 reaction equation
[CH2:1]([O:3][C:4]1[CH:5]=[C:6]([CH:9]=[CH:10][C:11]=1[O:12][CH2:13][CH3:14])[CH:7]=O)[CH3:2].[S:15]1[CH2:21][C:19](=[O:20])[NH:18][C:16]1=[S:17].C(O)(=O)C>O>[CH2:1]([O:3][C:4]1[CH:5]=[C:6]([CH:9]=[CH:10][C:11]=1[O:12][CH2:13][CH3:14])[CH:7]=[C:21]1[S:15][C:16](=[S:17])[NH:18][C:19]1=[O:20])[CH3:2]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 748473,4-DiethoxybenzaldehydeHCID 1201546Rhodanine

Product 1

HCID 31088255-(3,4-Diethoxybenzylidene)rhodanine

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 10.0 g. of 3,4-diethoxybenzaldehyde, 6.86 g. of rhodanine, and 14.5 g. of fused sodium acetate in 70 ml. of acetic acid was heated to reflux for one hour. The hot mixture was poured into one liter of water with stirring. The resulting precipitate was col-lected by filtration and dried. Recrystallization from ethanol provided 10.22 g. of the subtitle intermediate.

Workup

  1. temperatureto reflux for one hour
  2. filtrationThe resulting precipitate was col-lected by filtration
  3. customdried
  4. customRecrystallization from ethanol
  5. customprovided 10.22 g

Sources & evidence

ORD record
ord-590b6d1f050b438fa275441e5afdd382
Source dataset
uspto-grants-1985_11
Patent number
US04552891

Reaction notes

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