GB532822A - Improvements in and relating to the production of ª‡-coumarilyl and ª‡-thionaphthenoyl-acetic acid esters - Google Patents

Improvements in and relating to the production of ª‡-coumarilyl and ª‡-thionaphthenoyl-acetic acid esters

Info

Publication number
GB532822A
GB532822A GB2326339A GB2326339A GB532822A GB 532822 A GB532822 A GB 532822A GB 2326339 A GB2326339 A GB 2326339A GB 2326339 A GB2326339 A GB 2326339A GB 532822 A GB532822 A GB 532822A
Authority
GB
United Kingdom
Prior art keywords
coumarilyl
acetate
ethyl
general formula
thionaphthenoyl
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
GB2326339A
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
Priority to GB2326339A priority Critical patent/GB532822A/en
Publication of GB532822A publication Critical patent/GB532822A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/50—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
    • C07D333/72—Benzo[c]thiophenes; Hydrogenated benzo[c]thiophenes

Abstract

532,822. Coumarilyl- and thionaphthenoylacetic esters. KENDALL, J. D., and COLLINS, R. B. Aug. 11, 1939, No. 23263. [Class 2 (iii)] Coumarilyl- and thionaphthenoylacetic esters of the general formula where X is O or S, R 1 ... R 4 are the same or different and are hydrogen atoms or substituent groups e.g. hydrocarbon or substituted hydrocarbon groups, halogen atoms, nitro, amino, hydroxy or alkoxy group, and R 5 is a hydrocarbon radicle, are made by condensing an aldehyde of the general formula with a γ-halogenoacetoacetic ester. The aldehydes are preferably reacted in the form of their sodium salts. Two adjacent groups R 1 ... R 4 may together constitute the residue of a cyclic nucleus, e.g. a benz- or a methylenedioxygroup, fused on to the benzene ring of the general formula. The preparation of the following compounds is described in examples: ethyl coumarilyl acetate, ethyl 4-bromo- and 4:6- dibromo-coumarilyl acetate, ethyl 3:4-benzconmarilyl acetate (from 2-hydroxy-l-naphthaldehyde), and ethyl thionaphthenoyl acetate. The products are used, either themselves, or after conversion into the corresponding amides and.pyrozolones, as colour-formers as described in Specification 532,804.
GB2326339A 1939-08-11 1939-08-11 Improvements in and relating to the production of ª‡-coumarilyl and ª‡-thionaphthenoyl-acetic acid esters Expired GB532822A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB2326339A GB532822A (en) 1939-08-11 1939-08-11 Improvements in and relating to the production of ª‡-coumarilyl and ª‡-thionaphthenoyl-acetic acid esters

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB2326339A GB532822A (en) 1939-08-11 1939-08-11 Improvements in and relating to the production of ª‡-coumarilyl and ª‡-thionaphthenoyl-acetic acid esters

Publications (1)

Publication Number Publication Date
GB532822A true GB532822A (en) 1941-01-31

Family

ID=10192821

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2326339A Expired GB532822A (en) 1939-08-11 1939-08-11 Improvements in and relating to the production of ª‡-coumarilyl and ª‡-thionaphthenoyl-acetic acid esters

Country Status (1)

Country Link
GB (1) GB532822A (en)

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4814348A (en) * 1983-01-24 1989-03-21 Roussel Uclaf Therapeutic compositions containing derivatives of acrylic acid having an oxygen-containing heterocycle, therapeutic treatment therewith and new compounds
US10414747B2 (en) * 2016-10-04 2019-09-17 Merck Sharp & Dohme Corp. Benzo[b]thiophene compounds as sting agonists
US10793557B2 (en) 2018-04-03 2020-10-06 Merck Sharp & Dohme Corp. Sting agonist compounds
US11285131B2 (en) 2017-08-04 2022-03-29 Merck Sharp & Dohme Corp. Benzo[b]thiophene STING agonists for cancer treatment
US11312772B2 (en) 2017-08-04 2022-04-26 Merck Sharp & Dohme Corp. Combinations of PD-1 antagonists and benzo [b] thiophene STING agonists for cancer treatment
US11702430B2 (en) 2018-04-03 2023-07-18 Merck Sharp & Dohme Llc Aza-benzothiophene compounds as STING agonists

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4814348A (en) * 1983-01-24 1989-03-21 Roussel Uclaf Therapeutic compositions containing derivatives of acrylic acid having an oxygen-containing heterocycle, therapeutic treatment therewith and new compounds
US10414747B2 (en) * 2016-10-04 2019-09-17 Merck Sharp & Dohme Corp. Benzo[b]thiophene compounds as sting agonists
US10703738B2 (en) 2016-10-04 2020-07-07 Merck Sharp & Dohme Corp. Benzo[b]thiophene compounds as STING agonists
US10730849B2 (en) 2016-10-04 2020-08-04 Merck Sharp & Dohme Corp. Benzo[b]thiophene compounds as STING agonists
US11285131B2 (en) 2017-08-04 2022-03-29 Merck Sharp & Dohme Corp. Benzo[b]thiophene STING agonists for cancer treatment
US11312772B2 (en) 2017-08-04 2022-04-26 Merck Sharp & Dohme Corp. Combinations of PD-1 antagonists and benzo [b] thiophene STING agonists for cancer treatment
US10793557B2 (en) 2018-04-03 2020-10-06 Merck Sharp & Dohme Corp. Sting agonist compounds
US11702430B2 (en) 2018-04-03 2023-07-18 Merck Sharp & Dohme Llc Aza-benzothiophene compounds as STING agonists

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