3,4,5-Trimethoxybenzaldehyde → HCID 3116437, compound

HRID 1388897Notes

Reaction equation

HRID 1388897 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:8]=[C:9]([O:13][CH3:14])[C:10]=1[O:11][CH3:12])[CH:6]=O.[SH:15][CH:16]([CH3:20])[C:17](O)=[O:18].C(=O)([O-])[O-].[NH4+:25].[NH4+]>C1C=CC=CC=1>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:6]2[NH:25][C:17](=[O:18])[CH:16]([CH3:20])[S:15]2)[CH:8]=[C:9]([O:13][CH3:14])[C:10]=1[O:11][CH3:12]

Participants

5

Reactant 3

HCID 68583,4,5-TrimethoxybenzaldehydeHCID 62326(+-)-2-Mercaptopropionic acidHCID 517111Ammonium Carbonate

Product 1

HCID 3116437HCID 3116437, compoundYield 78%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Conditions

Temperature
80 °C

Procedure

A mixture of 19.6 g of 3,4,5-trimethoxybenzaldehyde, 10.6 g of 2-mercaptopropionic acid and 6 g of ammonium carbonate in 250 ml of benzene was refluxed for 3 hours at 80° C. in a flask provided with a Dean-Stark apparatus and the thus distilled water was removed. The crystals which separated out from the reaction mixture after reaction was over and on cooling the reaction mixture, were collected by filtration and recrystallized from benzene to give 22.2 g of colourless and aciculates melting at 133° to 134° C. in a yield of 78%.

Workup

  1. customprovided with a Dean-Stark apparatus
  2. customthe thus distilled water was removed
  3. customThe crystals which separated out from the reaction mixture
  4. customafter reaction
  5. temperatureon cooling the reaction mixture
  6. filtrationwere collected by filtration
  7. customrecrystallized from benzene
  8. customto give 22.2 g of colourless and aciculates melting at 133° to 134° C. in a yield of 78%

Sources & evidence

ORD record
ord-e023b30030654f1b91fb62d0701374b1
Source dataset
uspto-grants-1984_02
Patent number
US04434172

Reaction notes

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