Acetic Anhydride → HCID 54463270, compound

HRID 128742

Reaction equation

HRID 128742 reaction equation
[CH3:1][O:2][C:3]1[CH:10]=[CH:9][CH:8]=[CH:7][C:4]=1C=O.[CH3:11][N:12]1[CH2:18][C:16](=[O:17])[NH:15][C:13]1=[O:14].[C:19]([O-])(=O)C.[Na+].C(OC(=O)C)(=O)C>O.C(O)(=O)C>[CH3:1][O:2][C:3]1[CH:4]=[C:7]([CH:19]=[C:18]2[N:12]([CH3:11])[C:13](=[O:14])[NH:15][C:16]2=[O:17])[CH:8]=[CH:9][CH:10]=1

Participants

7

Reactant 4

HCID 7918Acetic AnhydrideHCID 86582-MethoxybenzaldehydeHCID 692171-MethylhydantoinHCID 517045Sodium Acetate

Product 1

HCID 54463270HCID 54463270, compoundYield 18.2%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent

Procedure

A mixture of 2-methoxybenzaldehyde (3.8 g, 28 mmoles), 1-methyl hydantoin (3.0 g 26 mmoles), sodium acetate (8.4 g, 102 mmoles), acetic anhydride (10 ml), and acetic acid (40 ml) is stirred under an inert atmosphere and heated to reflux. After 24 hours the mixture is stirred into water (350 ml), stirred, and the resulting gum is isolated and washed by decantation, then crystallized from isopropanol. Recrystallization from acetonitrile gave the pure product (1.1 g), mp 195°-197° C.

Workup

  1. temperatureheated to reflux
  2. stirringstirred
  3. customthe resulting gum is isolated
  4. washwashed by decantation
  5. customcrystallized from isopropanol
  6. customRecrystallization from acetonitrile

Sources & evidence

ORD record
ord-73efcc85ea824ec8ab3eb3c2f8ac4619
Source dataset
uspto-grants-1995_11
Patent number
US05464856

Linked notes

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