Acetic Acid → HCID 22007359, compound

HRID 324023Notes

Reaction equation

HRID 324023 reaction equation
[NH:1]([C:3]1[CH:8]=[C:7]([C:9]2[C:18]3[C:13](=[CH:14][C:15]([O:21][CH3:22])=[C:16]([O:19][CH3:20])[CH:17]=3)[CH:12]=[C:11]([CH2:23][OH:24])[C:10]=2[CH2:25][OH:26])[CH:6]=[CH:5][N:4]=1)[NH2:2].[C:27](O)(=[O:29])[CH3:28].C(=O)([O-])[O-].[K+].[K+]>C(Cl)Cl>[C:27]([NH:2][NH:1][C:3]1[CH:8]=[C:7]([C:9]2[C:18]3[C:13](=[CH:14][C:15]([O:21][CH3:22])=[C:16]([O:19][CH3:20])[CH:17]=3)[CH:12]=[C:11]([CH2:23][OH:24])[C:10]=2[CH2:25][OH:26])[CH:6]=[CH:5][N:4]=1)(=[O:29])[CH3:28]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 11430Potassium CarbonateHCID 22007376HCID 22007376, compound

Product 1

HCID 22007359HCID 22007359, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 1-(2-hydrazino-4-pyridyl)-2,3-bis(hydroxymethyl)-6,7-dimethoxynaphthalene (2.0 g) and acetic acid (20 ml) is stirred at room temperature for 96 hours. After the reaction is complete, to the mixture are added methylene chloride and an aqueous potassium carbonate solution. The methylene chloride layer is separated, concentrated under reduced pressure, and the residue is crystallized from chloroform to give 1-[2-(2-acetylhydrazino)-pyridin-4-yl]-2,3-bis(hydroxymethyl)-6,7-dimethoxynaphthalene (0.84 g), which is listed in Table 10.

Workup

  1. customThe methylene chloride layer is separated
  2. concentrationconcentrated under reduced pressure
  3. customthe residue is crystallized from chloroform

Sources & evidence

ORD record
ord-b5fe12e651bf43df8435600d0c0424d6
Source dataset
uspto-grants-2001_04
Patent number
US06214996B1

Reaction notes

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