Acetic Anhydride → HCID 86680934, compound

HRID 1503180Notes

Reaction equation

HRID 1503180 reaction equation
[OH:1][C:2]1[C:3]([CH3:18])=[N:4][CH:5]=[C:6]([CH2:16][OH:17])[C:7]=1[CH:8]1[NH:12][CH:11]([C:13]([OH:15])=[O:14])[CH2:10][S:9]1.[C:19](OC(=O)C)(=[O:21])[CH3:20]>O>[C:19]([N:12]1[CH:11]([C:13]([OH:15])=[O:14])[CH2:10][S:9][CH:8]1[C:7]1[C:6]([CH2:16][OH:17])=[CH:5][N:4]=[C:3]([CH3:18])[C:2]=1[OH:1])(=[O:21])[CH3:20]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 35331621891-56-5

Product 1

HCID 86680934HCID 86680934, compoundYield 110.8%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
80 °C

Procedure

To water (1.06 ml) were added 2-[3-hydroxy-5-(hydroxymethyl)-2-methylpyridin-4-yl]thiazolidine-4-carboxylic acid (500 mg, 1.85 mmol) and acetic anhydride (1.06 ml, 11.1 mmol), and the mixture was heated at 80° C. for 1 hour. The reaction mixture was concentrated under reduced pressure, to the residue was added toluene (5 ml×3), and the mixture was concentrated under reduced pressure to give N-acetyl-2-[3-hydroxy-5-(hydroxymethyl)-2-methylpyridin-4-yl]thiazolidine-4-carboxylic acid as an amorphous solid (0.64 g).

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure, to the residue
  2. additionwas added toluene (5 ml×3)
  3. concentrationthe mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-9eed0416f1a7483194fe10fab92326b8
Source dataset
uspto-grants-2015_12
Patent number
US09212154B2

Reaction notes

Loading…