Hydrochloric Acid → 2,6-Dimethoxy-4-(1,3-thiazolidin-2-yl)phenol

HRID 338789Notes

Reaction equation

HRID 338789 reaction equation
[CH:1](=O)[C:2]1[CH:12]=[C:9]([O:10][CH3:11])[C:7]([OH:8])=[C:4]([O:5][CH3:6])[CH:3]=1.[NH2:14][CH2:15][CH2:16][SH:17].Cl.C([O-])(=O)C.[Na+]>O.C(O)C>[CH3:11][O:10][C:9]1[CH:12]=[C:2]([CH:1]2[NH:14][CH2:15][CH2:16][S:17]2)[CH:3]=[C:4]([O:5][CH3:6])[C:7]=1[OH:8]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 6058CysteamineHCID 8655SyringaldehydeHCID 517045Sodium Acetate

Product 1

HCID 2080152,6-Dimethoxy-4-(1,3-thiazolidin-2-yl)phenolYield 44.4%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

In a solvent including an ethyl alcohol (2 mL) and water (2 mL), a mixture including syringaldehyde (100 mg, 0.55 mmol), cysteamine.HCl (93.2 mg, 0.82 mmol), and sodium acetate (72 mg, 0.88 mmol) was stirred at room temperature for 4 hours. The produced precipitate was filtered and washed with water and methylene chloride to obtain a solid target product Compound 80.

Workup

  1. filtrationThe produced precipitate was filtered
  2. washwashed with water and methylene chloride

Sources & evidence

ORD record
ord-cafc6e1e0e684f3db53308d199f1af7d
Source dataset
uspto-grants-2014_11
Patent number
US08889881B2

Reaction notes

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