GB749742A - Substituted alpha-chloroacetophenones - Google Patents

Substituted alpha-chloroacetophenones

Info

Publication number
GB749742A
GB749742A GB23370/51A GB2337051A GB749742A GB 749742 A GB749742 A GB 749742A GB 23370/51 A GB23370/51 A GB 23370/51A GB 2337051 A GB2337051 A GB 2337051A GB 749742 A GB749742 A GB 749742A
Authority
GB
United Kingdom
Prior art keywords
water
diketochromane
give
chloro
dichloro
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
GB23370/51A
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.)
Spofa Vereinigte Pharma Werke
Spofa United Pharmaceutical Works National Corp
Original Assignee
Spofa Vereinigte Pharma Werke
Spofa United Pharmaceutical Works National Corp
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 Spofa Vereinigte Pharma Werke, Spofa United Pharmaceutical Works National Corp filed Critical Spofa Vereinigte Pharma Werke
Publication of GB749742A publication Critical patent/GB749742A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D311/00Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
    • C07D311/02Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D311/04Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
    • C07D311/58Benzo[b]pyrans, not hydrogenated in the carbocyclic ring other than with oxygen or sulphur atoms in position 2 or 4

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pyrane Compounds (AREA)

Abstract

The invention comprises substituted o-hydroxychloroacetophenone of the general formula <FORM:0749742/IV(a)/1> where R is an alkyl or phenyl group or a halogen atom or is the radical <FORM:0749742/IV(a)/2> and R1 is hydrogen or a hydroxyl OH group. The compounds are made by splitting a chlorinated diketochromane of the formula <FORM:0749742/IV(a)/3> where R2 is an alkyl or phenyl group or a halogen atom or a 3-chloro-3-diketochromanylmethyl radical, by treating it with water followed by elimination of carbon dioxide. In examples (1) 3:3-dichloro-2:4-diketochromane is treated with water to give 2-hydroxy-omega-dichloracetophenone; (2) 3-chloro-3-ethyl-2:4-diketochromane is refluxed with water to give 2 - hydroxy - alpha - chlorobutyrophenone; (3) 3 - chloro - 3 - phenyl - 2:4 - diketochromane is refluxed with water to give 2-hydroxy-alpha-chloro - alpha phenyl - acetophenone; (4) 3:3-methylene - bis - (3 - chloro - 2:4 - diketo chromane) is refluxed with water to give 1:3-disalicoyl - 1:3 - dichloropropane; (5) 3:3 - dichloro - 7 - hydroxy - 2:4 - diketochromane, obtained by treating 4:7-dihydroxy coumarin with sulphuryl chloride is boiled with water to give omega-dichloro-2:4-dihydroxy-acetophenone acid (6) 4-hydroxycoumarin is converted to 3:3 - dichloro - 2:4 - diketochromane by treatment with sulphuryl chloride or with chlorine in carbon tetrachloride and the product is treated with water to give the product of (1). Specification 710,128 is referred to.
GB23370/51A 1950-10-06 1951-10-08 Substituted alpha-chloroacetophenones Expired GB749742A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CS749742X 1950-10-06

Publications (1)

Publication Number Publication Date
GB749742A true GB749742A (en) 1956-05-30

Family

ID=5455337

Family Applications (1)

Application Number Title Priority Date Filing Date
GB23370/51A Expired GB749742A (en) 1950-10-06 1951-10-08 Substituted alpha-chloroacetophenones

Country Status (1)

Country Link
GB (1) GB749742A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3193448A (en) * 1963-07-01 1965-07-06 Buckman Labor Inc Control of slime in aqueous liquids with a monosubstituted 2-bromoacetophenone

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3193448A (en) * 1963-07-01 1965-07-06 Buckman Labor Inc Control of slime in aqueous liquids with a monosubstituted 2-bromoacetophenone

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