Water → HCID 23345838, compound

HRID 1856093Notes

Reaction equation

HRID 1856093 reaction equation
[OH:1][N:2]([CH3:21])[C:3](=[O:20])[CH:4]([NH:6][C:7]1[C:12]([N+:13]([O-:15])=[O:14])=[CH:11][C:10]([CH3:16])=[CH:9][C:8]=1[N+:17]([O-:19])=[O:18])[CH3:5].[C:22](N1C=CN(C)C1)(=[O:24])[CH3:23].O>C(Cl)Cl>[C:22]([O:1][N:2]([CH3:21])[C:3](=[O:20])[CH:4]([NH:6][C:7]1[C:12]([N+:13]([O-:15])=[O:14])=[CH:11][C:10]([CH3:16])=[CH:9][C:8]=1[N+:17]([O-:19])=[O:18])[CH3:5])(=[O:24])[CH3:23]

Participants

5

Reactant 3

HCID 962WaterHCID 20532869HCID 20532869, compoundHCID 21439482HCID 21439482, compound

Product 1

HCID 23345838HCID 23345838, compoundYield 63.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

3 g of N-hydroxy-N-methyl-2-(4-methyl-2,6-dinitrophenylamino)propanamide and 0.82 g of N-acetyl-N'-methylimidazole were added to a stirred suspension in 0.8 g of methylene chloride for 3 hours. The resulting mixture was poured into water. The methylene chloride layer was washed, dried over MgSO4, and evaporated to give a yellow residue which was crystallized from ethanol to yield 1.4 g (41% yield) of product; m.p. 137°-138° C., (d,l) isomer form.

Workup

  1. washThe methylene chloride layer was washed
  2. dry with materialdried over MgSO4
  3. customevaporated
  4. customto give a yellow residue which
  5. customwas crystallized from ethanol

Sources & evidence

ORD record
ord-df41294829384c7b9dc9f8642182cdda
Source dataset
uspto-grants-1980_08
Patent number
US04218239

Reaction notes

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