GB442370A - Improvements in methods of preparing secondary alkyl chlororesorcinols - Google Patents

Improvements in methods of preparing secondary alkyl chlororesorcinols

Info

Publication number
GB442370A
GB442370A GB21921/34A GB2192134A GB442370A GB 442370 A GB442370 A GB 442370A GB 21921/34 A GB21921/34 A GB 21921/34A GB 2192134 A GB2192134 A GB 2192134A GB 442370 A GB442370 A GB 442370A
Authority
GB
United Kingdom
Prior art keywords
chlororesorcinols
chlororesorcinol
resorcinol
carbon atom
secondary alkyl
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
GB21921/34A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Individual
Original Assignee
Individual
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Individual filed Critical Individual
Publication of GB442370A publication Critical patent/GB442370A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C37/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
    • C07C37/11—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by reactions increasing the number of carbon atoms
    • C07C37/16—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by reactions increasing the number of carbon atoms by condensation involving hydroxy groups of phenols or alcohols or the ether or mineral ester group derived therefrom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C37/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
    • C07C37/11—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by reactions increasing the number of carbon atoms
    • C07C37/18—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by reactions increasing the number of carbon atoms by condensation involving halogen atoms of halogenated compounds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C37/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
    • C07C37/62—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by introduction of halogen; by substitution of halogen atoms by other halogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C39/00—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring
    • C07C39/24—Halogenated derivatives
    • C07C39/245—Halogenated derivatives monocyclic polyhydroxylic containing halogens bound to ring carbon atoms

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Secondary alkylchlororesorcinols are prepared (a) by chlorinating secondary alkylresorcinols containing at least four carbon atoms in the alkyl group, or (b) by condensing chlororesorcinols with a secondary aliphatic alcohol or secondary alkyl halide having at least four carbon atoms. In reaction (b), the secondary alkyl group attaches itself to the resorcinol nucleus either through the carbon atom to which the hydroxy group of the secondary alcohol (or the halogen atom of the secondary alkyl halide) was attached, or through an adjacent carbon atom other than a terminal carbon atom. In the examples: (1) resorcinol in ethereal solution is treated with sulphuryl chloride to yield 6-chlororesorcinol, and the product is heated with n-hexane-2-ol in the presence of zinc chloride; 4-(n-hexyl-3<1>)-6-chlororesorcinol is obtained; (2) 4-(n-octyl-3<1>)-resorcinol, prepared as described in Specification 442,369, is treated in ethereal solution with sulphuryl chloride to yield 4-(n-octyl-3<1>)-6-chlororesorcinol. Secondary butyl-, amyl-, heptyl- and nonyl-chlororesorcinols are stated to be obtainable. The products are useful as germicides and antiseptics and may be incorporated in solutions, jellies or lozenges in a proportion of 0,5 per cent or more. Specification 415,715 also is referred to.
GB21921/34A 1933-07-26 1934-07-26 Improvements in methods of preparing secondary alkyl chlororesorcinols Expired GB442370A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US442370XA 1933-07-26 1933-07-26

Publications (1)

Publication Number Publication Date
GB442370A true GB442370A (en) 1936-01-27

Family

ID=21931239

Family Applications (1)

Application Number Title Priority Date Filing Date
GB21921/34A Expired GB442370A (en) 1933-07-26 1934-07-26 Improvements in methods of preparing secondary alkyl chlororesorcinols

Country Status (1)

Country Link
GB (1) GB442370A (en)

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