3-Mercaptopropionic Acid → 82697-78-7

HRID 647068Notes

Reaction equation

HRID 647068 reaction equation
[CH:1](=O)[C:2]1[C:3]([O:8][CH3:9])=[CH:4][CH:5]=[CH:6][CH:7]=1.[SH:11][CH2:12][CH2:13][C:14]([OH:16])=O.C(=O)([O-])[O-].[NH4+:21].[NH4+]>C1(C)C=CC=CC=1>[CH3:9][O:8][C:3]1[C:2]([CH:1]2[S:11][CH2:12][CH2:13][C:14](=[O:16])[NH:21]2)=[CH:7][CH:6]=[CH:5][CH:4]=1

Participants

5

Reactant 3

HCID 65143-Mercaptopropionic AcidHCID 86582-MethoxybenzaldehydeHCID 517111Ammonium Carbonate

Product 1

HCID 306803782697-78-7Yield 84%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
110 °C

Procedure

A mixture of 13.6 g of o-anisaldehyde, 10.6 g of 3-mercaptopropionic acid and 6 g of ammonium carbonate in 250 ml of toluene was refluxed at 110° C. for 2 hours in a flask provided with a Dean-Stark apparatus while removing the distilled water. The crystals which separated out after leaving the reaction mixture for a night were collected by filtering and recrystallized from hot dimethylformamide to obtain the object, colourless prisms melting at 201.5° to 203° C. in an amount of 18.7 g corresponding to a yield of 84%.

Workup

  1. customprovided with a Dean-Stark apparatus
  2. customwhile removing the distilled water
  3. customThe crystals which separated out
  4. customafter leaving the reaction mixture for a night
  5. customwere collected
  6. filtrationby filtering
  7. customrecrystallized from hot dimethylformamide

Sources & evidence

ORD record
ord-c5d9792bc4464663a6bac3a796f247ab
Source dataset
uspto-grants-1983_10
Patent number
US04407799

Reaction notes

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