Benzaldehyde → HCID 59555338, compound

HRID 1695900Notes

Reaction equation

HRID 1695900 reaction equation
[CH:1](=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH:9]([NH2:12])([CH3:11])[CH3:10].[SH:13][CH:14]([CH2:18][C:19]([OH:21])=[O:20])[C:15](O)=[O:16]>CN(C=O)C.O>[CH:9]([N:12]1[C:15](=[O:16])[CH:14]([CH2:18][C:19]([OH:21])=[O:20])[S:13][CH:1]1[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)([CH3:11])[CH3:10]

Participants

6

Reactant 3

HCID 240BenzaldehydeHCID 6268(+-)-Mercaptosuccinic acidHCID 6363Isopropylamine

Product 1

HCID 59555338HCID 59555338, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent2×

Conditions

Temperature
80 °C

Procedure

A solution of benzaldehyde (0.75 mmol, 79.6 mg) and isopropylamine (53.1 mg, 0.9 mmol) in DMF (0.5 ml) with 4 Å molecular sieves was heated at 80° C. for 2 hours. A solution of mercaptosuccinic acid (1.13 mmol, 168 mg) in DMF (0.2 ml) was added and the reaction was heated at 80° C. for an additional 16 hours. The reaction mixture was diluted with water and extracted with EtOAc. The organic layer was washed with 1N HCl, water and evaporated to dryness to give the desired product which was used without further purification.

Workup

  1. extractionextracted with EtOAc
  2. washThe organic layer was washed with 1N HCl, water
  3. customevaporated to dryness

Sources & evidence

ORD record
ord-02f55aa9ab8c4cba922858b88f036cf6
Source dataset
uspto-grants-2012_04
Patent number
US08163737B2

Reaction notes

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