Pyridine → HCID 178432038, compound

HRID 279030Notes

Reaction equation

HRID 279030 reaction equation
[OH:1][N:2]1[C:11](=[O:12])[C:10]2[CH:13]=[C:14](OC)[CH:15]=[C:8]3[C:9]=2[C:4](=[CH:5][CH:6]=[CH:7]3)[C:3]1=[O:18].Cl.[NH2:20]O.[N:22]1[CH:27]=[CH:26]C=CC=1>>[OH:1][N:2]1[C:3](=[O:18])[C:4]2[C:9]3[C:8]([CH:7]=[CH:6][CH:5]=2)=[C:15]2[NH:20][C:27]([CH3:26])=[N:22][C:14]2=[CH:13][C:10]=3[C:11]1=[O:12]

Participants

4

Reactant 3

HCID 1049PyridineHCID 443297Hydroxyamine hydrochlorideHCID 708421HCID 708421, compound

Product 1

HCID 178432038HCID 178432038, compound

Conditions

Temperature
80 °C

Procedure

A mixture of 4-acetylamino-3-amino-1,8-naphthalic anhydride (0.10 g, 0.37 mmol, from Example 13) and hydroxylamine hydrochloride (0.10 g, 1.4 mmol) in pyridine (3 mL) was heated at 80° C. for 5 hours and poured into ice water. The solid was filtered, washed with ether, and recrystallized from ethanol to give 0.09 g of the title compound, mp >330° C.

Workup

  1. filtrationThe solid was filtered
  2. washwashed with ether
  3. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-33b09270e83b49e5a914f221587830c4
Source dataset
uspto-grants-2002_03
Patent number
US06362181B1

Reaction notes

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