Acetic Anhydride → n-[2-(3-Methoxybenzoyl)-4-[2-(4-chlorophenyl)-1,3-dioxolan-2-yl]phenyl]acetamide

HRID 1636908Notes

Reaction equation

HRID 1636908 reaction equation
[C:1](OC(=O)C)(=[O:3])[CH3:2].[CH3:8][O:9][C:10]1[CH:11]=[C:12]([C:16]([C:18]2[CH:23]=[C:22]([C:24]3([C:29]4[CH:34]=[CH:33][C:32]([Cl:35])=[CH:31][CH:30]=4)[O:28][CH2:27][CH2:26][O:25]3)[CH:21]=[CH:20][C:19]=2[NH2:36])=[O:17])[CH:13]=[CH:14][CH:15]=1>C1(C)C=CC=CC=1>[CH3:8][O:9][C:10]1[CH:11]=[C:12]([CH:13]=[CH:14][CH:15]=1)[C:16]([C:18]1[CH:23]=[C:22]([C:24]2([C:29]3[CH:30]=[CH:31][C:32]([Cl:35])=[CH:33][CH:34]=3)[O:28][CH2:27][CH2:26][O:25]2)[CH:21]=[CH:20][C:19]=1[NH:36][C:1](=[O:3])[CH3:2])=[O:17]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 22714351(3-Methoxyphenyl)[2-amino-5-[2-(4-chloro-phenyl)-1,3-dioxolan-2-yl]phenyl]methanone

Product 1

HCID 22714356n-[2-(3-Methoxybenzoyl)-4-[2-(4-chlorophenyl)-1,3-dioxolan-2-yl]phenyl]acetamideYield 100%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Acetic anhydride (13.9 ml) was added to a solution of interm. (5-c) (31.2 g) in toluene (300 ml) and the mixture was stirred and refluxed for 2 hours. The mixture was evaporated till dryness and the product was used without further purification, yielding 36.4 g (100%) of N-[2-(3-methoxybenzoyl)-4-[2-(4-chlorophenyl)-1,3-dioxolan-2-yl]phenyl]acetamide (interm. 5-d).

Workup

  1. temperaturerefluxed for 2 hours
  2. customThe mixture was evaporated till dryness
  3. customthe product was used without further purification

Sources & evidence

ORD record
ord-86a1cbd214a04f6e81403323adb7ae21
Source dataset
uspto-grants-2000_03
Patent number
US06037350

Reaction notes

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