Hydrogen chloride-ethyl acetate → HCID 178495751, compound

HRID 1582193Notes

Reaction equation

HRID 1582193 reaction equation
Cl.C(OCC)(=O)C.[Cl:8][C:9]1[N:14]=[CH:13][C:12]([CH2:15][NH:16][C:17]2[C:26](=[O:27])[C:25]3[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=3)[C:19](=[O:28])[C:18]=2[N:29]([CH2:33][CH2:34][O:35][CH3:36])[C:30](=O)[CH3:31])=[CH:11][CH:10]=1>C(O)C>[Cl-:8].[Cl:8][C:9]1[N:14]=[CH:13][C:12]([CH2:15][N:16]2[C:17]3[C:26](=[O:27])[C:25]4[C:20]([C:19](=[O:28])[C:18]=3[N+:29]([CH2:33][CH2:34][O:35][CH3:36])=[C:30]2[CH3:31])=[CH:21][CH:22]=[CH:23][CH:24]=4)=[CH:11][CH:10]=1

Participants

4

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 22719979HCID 22719979, compound

Product 1

HCID 178495751HCID 178495751, compoundYield 196.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

4 M Hydrogen chloride/ethyl acetate solution (10 ml) was added to a solution of N-{3-[(6-chloro-3-pyridyl)methyl]amino-1,4-dihydro-1,4-dioxo-2-naphthalenyl}-N-(2-methoxyethyl)acetamide (0.8 g) in ethanol (10 ml) and the mixture was stirred at room temperature for 1 day. The solvent was evaporated and the residue was collected by filtration and washed with ethyl acetate to give 1-[(6-chloro-3-pyridyl)methyl]-3-(2-methoxyethyl)-2-methyl-4,9-dioxo-4,9-dihydro-1H-naphtho[2,3-d]imidazol-3-ium chloride (0.82 g) as a light yellow powder.

Workup

  1. customThe solvent was evaporated
  2. filtrationthe residue was collected by filtration
  3. washwashed with ethyl acetate

Sources & evidence

ORD record
ord-189d5aba5de44343870df2b972e15cf4
Source dataset
uspto-grants-2004_05
Patent number
US06734203B2

Reaction notes

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