Published June 2005 | Version v1
Journal article Metadata-only

Iodinated 1,4-naphthoquinones

Creators

  • 1. Kemerovskij Gosudarstvennyj Univ., Kemerovo (Russian Federation)
  • 2. SO RAN, Inst. Khimicheskoj Kinetiki i Goreniya, Novosibirsk (Russian Federation)

Description

A modified I2-HIO3 system is studied for its possible use for iodination of aminonaphthoquinones. The results of elementary analysis and 1H NMR studies demonstrate that iodination of 5-amino- and 6-amino-1,4-naphthoquinones with I2 and HIO3 in aqueous dioxane occurs only at the benzoid ring. Depending on the reaction conditions, either aminoiodo- or aminodiiodonaphthoquinones are produced. Diazotization of these compounds followed by reduction or replacement of the diazo group with iodine affords mono- or polyiodo derivatives of 1,4-naphthoquinone

Abstract (Russian)

Изучена возможность использования модифицированной системы I2-HIO3 для иодирования аминонафтохинонов. На основе данных ЯМР 1H и элементного анализа установлено, что 5-амино- и 6-амино- 1,4-нафтохиноны иодируются в бензоидное кольцо под действием I2 и HIO3 в водном диоксане. В зависимости от условий реакции получаются аминоиод- или аминодииоднафтохиноны, диазотирование которых с последующим восстановлением или замещением диазогруппы на иод приводит к моно- и полииодпроизводным 1,4-нафтохинона

Additional details

Additional titles

Original title (Russian)
Иодированные 1,4-нафтохиноны

Publishing Information

Journal Title
Izvestiya Akademii Nauk. Rossijskaya Akademiya Nauk. Seriya Khimicheskaya
Journal Issue
no.6
Journal Page Range
p. 1465-1469
ISSN
1026-3500
CODEN
IASKEA

INIS

Country of Publication
Russian Federation
Country of Input or Organization
Russian Federation
INIS RN
37036991
Subject category
S37: INORGANIC, ORGANIC, PHYSICAL AND ANALYTICAL CHEMISTRY;
Descriptors DEI
AMINES; CHEMICAL COMPOSITION; CHEMICAL PREPARATION; CHEMICAL REACTION YIELD; CONDENSED AROMATICS; IODINATION; MELTING POINTS; MOLECULAR STRUCTURE; NMR SPECTRA; ORGANIC IODINE COMPOUNDS; PROTONS; QUINONES
Descriptors DEC
AROMATICS; BARYONS; CHEMICAL REACTIONS; ELEMENTARY PARTICLES; FERMIONS; HADRONS; HALOGENATION; NUCLEONS; ORGANIC COMPOUNDS; ORGANIC HALOGEN COMPOUNDS; ORGANIC OXYGEN COMPOUNDS; PHYSICAL PROPERTIES; SPECTRA; SYNTHESIS; THERMODYNAMIC PROPERTIES; TRANSITION TEMPERATURE; YIELDS

Optional Information

Notes
10 refs., 2 tabs.