Category: 10543-42-7

Nguyen, Tung Thanh published the artcileAminoquinoline-directed, cobalt-catalyzed carbonylation of sulfonamide sp² C-H bonds, SDS of cas: 10543-42-7, the publication is Chemical Communications (Cambridge, United Kingdom) (2017), 53(37), 5136-5138, database is CAplus and MEDLINE.

We report a method for cobalt-catalyzed, aminoquinoline-directed sp² C-H bond carbonylation of sulfonamides. The reactions proceed in a dichloroethane solvent, and employ diisopropyl azodicarboxylate as a carbon monoxide source, Mn(OAc)₂ as a cooxidant and potassium pivalate as a base. Halogen, ester, and amide functionalities are compatible with the reaction conditions. This method allows for a short and efficient synthesis of saccharin derivatives

Chemical Communications (Cambridge, United Kingdom) published new progress about 10543-42-7. 10543-42-7 belongs to chlorides-buliding-blocks, auxiliary class Other Aromatic Heterocyclic,Chloride,Sulfonyl chlorides,Ester, name is Coumarin-6-sulfonyl chloride, and the molecular formula is C9H5ClO4S, SDS of cas: 10543-42-7.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Yuan, Kedong published the artcileArylation of gem-difluoroalkenes using a Pd/Cu Co-catalytic system that avoids β-fluoride elimination, Quality Control of 10543-42-7, the publication is Chemical Science (2021), 12(4), 1363-1367, database is CAplus and MEDLINE.

PdII/CuI co-catalyze an arylation reaction of gem-difluoroalkenes using arylsulfonyl chlorides to deliver α,α-difluorobenzyl products. The reaction proceeded through a β,β-difluoroalkyl-Pd intermediate that typically underwent unimol. β-F elimination to deliver monofluorinated alkene products in a net C-F functionalization reaction. However to avoid β-F elimination, the β,β-difluoroalkyl-Pd intermediate were offered, an alternate low-energy route involving β-H elimination to ultimately deliver difluorinated products in a net arylation/isomerization sequence. Overall, this reaction enabled exploration of new reactivities of unstable fluorinated alkyl-metal species, while also providing new opportunities for transforming readily available fluorinated alkenes into more elaborate substructures.

Chemical Science published new progress about 10543-42-7. 10543-42-7 belongs to chlorides-buliding-blocks, auxiliary class Other Aromatic Heterocyclic,Chloride,Sulfonyl chlorides,Ester, name is Coumarin-6-sulfonyl chloride, and the molecular formula is C12H9N3O4, Quality Control of 10543-42-7.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Rubtsov, M. V. published the artcileDerivatives of sulfanilamide. IV, Application of Coumarin-6-sulfonyl chloride, the publication is Zhurnal Obshchei Khimii (1944), 857-64, database is CAplus.

6-Methoxy-2-chloroquinoline (25 g.) in 50 g. PhOH was heated to 135° and treated with dry NH₃, cooled, treated with Me₂CO, filtered and treated with EtOH-HCl, and the separated HCl salt neutralized to yield 6-methoxy-2-phenoxyquinoline, b₃ 183°, m. 46°. 6-Methoxy-2-chloroquinoline (17 g.) and 40 g. AcNH₂ were heated to 180° for 4 h. and 200° for 2 h. with treatment with gaseous NH₃; no reaction occurred; after addition of 1.7 g. CuCl and continuation of the reaction for 12 h. at 200° there was obtained 6.7 g. 6-methoxy-2-aminoquinoline, m. 175° (from water); 4 g. of this and 5.4 g. p-AcNHC₆H₄SO₂Cl (I) in pyridine gave after 3 h. at 90-100° 2-(p-acetamidophenylsulfonamido)-6-methoxyquinoline, m. 245-6° (from 50% AcOH), which was hydrolyzed by 10% NaOH to 2-sulfanilamido-6-methoxyquinoline, m. 214.5° (from 50% AcOH). 4-Amino-6-methoxyquinoline (4 g.) and 5.4 g. I gave, as above, 2.4 g. 4-(p-acetamidophenylsulfonamido)-6-methoxyquinoline, m. 292° (from water), which was hydrolyzed by 10% NaOH to 4-sulfanilamido-6-methoxyquinoline, m. 274° (from 50% AcOH). 6-Aminoquinoline (7.2 g.) and 11.7 g. I gave 6-(p-acetamidophenylsulfonamido)quinoline, m. 282°, which was hydrolyzed by 17% HCl to 6-sulfanilamidoquinoline, m. 209-10° (from 50% EtOH). Coumarin (10 g.), added with cooling to 40 g. ClSO₃H, heated to 100° for 4 h., cooled, and poured on ice yielded 10 g. 6-coumarinsulfonyl chloride, m. 116° (from (CH₂Cl)₂); treatment with 15% NH₄OH at 35° gave 6-sulfamylcoumarin, m. 185° (from water), while substitution of sulfanilamide for NH₄OH gave N-(p-sulfamylphenyl)-6-coumarin sulfonamide, m. 219° (from 50% EtOH), and the use of p-H₂NC₆H₄CO₂H gave p-carboxy-6-coumarinsulfonanilide, m. 241° (from 65% AcOH). Coumarinsulfonyl chloride and p-AcNHC₆H₄NH₂ gave p-acetamido-6-coumarinsulfonanilide, m. 280° (from 75% AcOH), which was hydrolyzed by 10% NaOH to p-amino-6-coumarinsulfonanilide, m. 209° (from 50% EtOH). 6-Aminocoumarin (2.9 g.) with 2.4 g. I in Me₂CO gave 3.5 g. 6-(p-acetamidophenylsulfonamido)coumarin, m. 230° (from 75% AcOH), which was hydrolyzed with 10% NaOH to 6-sulfanilamidocoumarin, m. 191° (from 50% EtOH). Only the last compound showed promising activity against streptococci, pneumococci, and staphylococci.

Zhurnal Obshchei Khimii published new progress about 10543-42-7. 10543-42-7 belongs to chlorides-buliding-blocks, auxiliary class Other Aromatic Heterocyclic,Chloride,Sulfonyl chlorides,Ester, name is Coumarin-6-sulfonyl chloride, and the molecular formula is C9H5ClO4S, Application of Coumarin-6-sulfonyl chloride.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Al-Kindy, S. M. Z. published the artcileUV-visible absorption and fluorescence characteristics of the luminescent label coumarin-6-sulfonyl chloride in homogeneous and micellar solutions, Application of Coumarin-6-sulfonyl chloride, the publication is Analytica Chimica Acta (1994), 285(3), 329-33, database is CAplus.

This paper describes the study of the UV-visual absorption, fluorescence emission, and fluorescence excitation spectra of coumarin-6-sulfonyl chloride (C-6SCl) in various organic solvents and buffer solutions The spectral behavior in aqueous micellar systems of anionic and cationic surfactants was studied. The spectral properties of the compound together with the determined pK values in the ground and excited state are discussed in relation to its electronic structure. The results reflect the importance of the medium effect on the anal. application of C-6SCl as a potential luminescent label for derivatization of amino and phenolic groups.

Analytica Chimica Acta published new progress about 10543-42-7. 10543-42-7 belongs to chlorides-buliding-blocks, auxiliary class Other Aromatic Heterocyclic,Chloride,Sulfonyl chlorides,Ester, name is Coumarin-6-sulfonyl chloride, and the molecular formula is C9H5ClO4S, Application of Coumarin-6-sulfonyl chloride.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Ismail, I. Imam published the artcileReactions with coumarin. III, Product Details of C9H5ClO4S, the publication is Afinidad (1995), 52(456), 133-6, database is CAplus.

Various coumarin-6-sulfonic acid esters are prepared through reaction of coumarin-6-sulfonyl chloride (I) with some phenolic compounds The reaction of 2-formylphenyl coumarin-6-sulfonate with primary amines led to the Schiff’s bases. Aceturic or hippuric acid reacts with 4-formylphenyl coumarin-6-sulfonate to give oxazolone derivatives I reacts with some sulfonamides yielding coumarin-6-sulfonamide derivatives Coumarin-6-sulfonylurea derivatives were also prepared

Afinidad published new progress about 10543-42-7. 10543-42-7 belongs to chlorides-buliding-blocks, auxiliary class Other Aromatic Heterocyclic,Chloride,Sulfonyl chlorides,Ester, name is Coumarin-6-sulfonyl chloride, and the molecular formula is C9H5ClO4S, Product Details of C9H5ClO4S.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Ismail, I. Imam published the artcileReactions with coumarin. VI, Application In Synthesis of 10543-42-7, the publication is Afinidad (2002), 59(498), 151-154, database is CAplus.

The present investigation is designed to study the reaction of some active methylene compounds with coumarin-6-sulfonyl hydrazones, I (X = O, S). The following active methylene compounds were used: malononitrile, Et cyanoacetate, di-Et malonate and 2,4-pentanedione. It was found that, the active methylene compound is added to the double bond of the hydrazone to give an adduct, which cyclized directly to pyrazole or pyrazoline-5-one derivatives, e.g. II.

Afinidad published new progress about 10543-42-7. 10543-42-7 belongs to chlorides-buliding-blocks, auxiliary class Other Aromatic Heterocyclic,Chloride,Sulfonyl chlorides,Ester, name is Coumarin-6-sulfonyl chloride, and the molecular formula is C9H5ClO4S, Application In Synthesis of 10543-42-7.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

El-Aleem, A. H. Abd published the artcileReactions with coumarin, Related Products of chlorides-buliding-blocks, the publication is Modelling, Measurement & Control, C: Energetics, Chemistry, Earth, Environmental & Biomedical Problems (1994), 46(3), 17-23, database is CAplus.

Some reactions of coumarin-6-sulfonyl chloride (I) with hydrazines or acid hydrazides were investigated. E.g., reaction of I with hydrazine hydrate gave the hydrazino derivative, which reacted with aldehydes or ketones to yield hydrazones.

Modelling, Measurement & Control, C: Energetics, Chemistry, Earth, Environmental & Biomedical Problems published new progress about 10543-42-7. 10543-42-7 belongs to chlorides-buliding-blocks, auxiliary class Other Aromatic Heterocyclic,Chloride,Sulfonyl chlorides,Ester, name is Coumarin-6-sulfonyl chloride, and the molecular formula is C9H5ClO4S, Related Products of chlorides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Ismail, Imam published the artcileReactions with coumarin. V., SDS of cas: 10543-42-7, the publication is Afinidad (2000), 57(487), 217-221, database is CAplus.

Several coumarin-6-sulfonamides (I; R = H, Me; substituent attached ortho, meta, or para) were prepared by reaction of coumarin-6-sulfonyl chloride with different aromatic amino compounds Imidazole derivatives were formed by reaction of I (R = Me) with ethylenediamine. Reaction of I (R = Me) with hydrazine hydrate afforded acid hydrazides. An oxadiazole was synthesized by reaction of a hydrazide with BzCl to give a diacylhydrazine, which cyclized to the oxadiazole derivative by heating with POCl₃. A thiadiazole derivative was synthesized by reaction of a hydrazide with Ph isothiocyanate, followed by treatment with POCl₃. Reaction of I (R = Me) with excess hydrazine hydrate (1:5 mol) proceeded with α-pyrone ring fission to give the corresponding cinnamoyl hydrazide derivatives Condensation of one of these with furfural gave the hydrazone, which cyclized to the oxadiazole on treatment with acetic anhydride.

Afinidad published new progress about 10543-42-7. 10543-42-7 belongs to chlorides-buliding-blocks, auxiliary class Other Aromatic Heterocyclic,Chloride,Sulfonyl chlorides,Ester, name is Coumarin-6-sulfonyl chloride, and the molecular formula is C9H5ClO4S, SDS of cas: 10543-42-7.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Cremlyn, Richard J. published the artcileThe chemistry of sulfonylcoumarin derivatives, Category: chlorides-buliding-blocks, the publication is Journal of the Chemical Society of Pakistan (1988), 10(1), 97-104, database is CAplus.

6-(Chlorosulfonyl)coumarin was amidated to give amides I (R¹ = H, alkyl; R² = H, alkyl, PhCH₂, tolyl; or NR¹R² = morpholino). Similarly, hydrazones II [R³ = Me, H; R⁴ = Me, Ph, ClC₆H₄, O₂NC₆H₄; or R³R⁴ = (CH₂)₄] were prepared from the sulfonyl chloride via the resp. hydrazide. Some I and II showed fungicidal activity.

Journal of the Chemical Society of Pakistan published new progress about 10543-42-7. 10543-42-7 belongs to chlorides-buliding-blocks, auxiliary class Other Aromatic Heterocyclic,Chloride,Sulfonyl chlorides,Ester, name is Coumarin-6-sulfonyl chloride, and the molecular formula is C9H5ClO4S, Category: chlorides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Sen, Rajendra Nath published the artcileAlkali sulfonates of coumarin and nitrocoumarin, Formula: C9H5ClO4S, the publication is Journal of the Indian Chemical Society (1928), 433-7, database is CAplus.

The positions of the SO₃H groups in coumarinmono- (I) and -disulfonic acid (II) prepared by Perkin (J. Chem. Soc. 24, 37), and of the 6-nitrocoumarinsulfonic acid (III) were determined For this purpose, the ordinary methods were not applicable; alkali fusion, e. g., leading to a rupture in the lactonic ring of the coumarin mol. Therefore the lactonic ring was oxidized with KMnO₄ and known derivatives of o-HOC₂H₄CO₂H (IV) obtained. Thus I was shown to be coumarin-6 sulfonic acid. In III, the SO₃H group occupies a position in the lactone ring and is probably 6-nitrocoumarin-3-sulfonic acid in analogy with 3,6-dinitrocoumarin (J. Chem. Soc. 97, 1397), and similarly, II is probably coumarin-3,6-disulfonic acid. Some new derivatives of I, II and III were prepared The process of preparing I, II and III was improved by precipitating the SO₃H acids as the Na salts, and in the case of II, by substituting the ordinary fuming H₂SO₄ by 50% fuming H₂SO₄. Ten g. coumarin heated with 50 g. fuming H₂SO₄ for 2 h. on the water bath, cooled, filtered into saturated NaCl solution and kept for 1-2 days, gave 85% of the Na salt (V) of I; this salt gave with PCl₆ or POCl₃, the sulfonyl chloride (VI), m. 115°; from VI were prepared the amide, m. 186°, and the anilide, m. 132°. For the oxidation, V was dissolved in 2 N KOH and 4% KMnO₄ was slowly added at 0-10°. When the oxidation was complete, the solution was heated for 1 h. on the water bath, filtered, concentrated, and concentrated HCl added. The resulting acid K salt of 5,2-HO₃S(HO)C₆H₃CO₂,H (VII) was filtered off, recrystallized, and converted to the free acid. Na salt (VIII) of II, from 10 g. coumarin and 70 g. 50% fuming H₂SO₄ by heating for 3-4 h. to 150° on the oil bath, cooling and precipitating with NaCl solution Recrystallization gives VIII in 70% yield; disulfonyl chloride, m. 170-3°; diamide, m.above 240°, dianilide, yellow. Oxidation of VIII, carried out as in the case of V, leads to formation of VII. Na salt (IX)of III, (80% from 10g. 6-nitrocoumarin and 60 g. 50% fuming H₂SO₄ by heating to 150° for 3-4 h. and precipitating with NaCl solution), yellowish; sulfonyl chloride, m. 205°; amide, does not m. 260°; anilide, m. 130°. The product of oxidation of IX was identified as 5,2-O₂N(HO)C₆H₂3CO₂H.

Journal of the Indian Chemical Society published new progress about 10543-42-7. 10543-42-7 belongs to chlorides-buliding-blocks, auxiliary class Other Aromatic Heterocyclic,Chloride,Sulfonyl chlorides,Ester, name is Coumarin-6-sulfonyl chloride, and the molecular formula is C20H32B2O4, Formula: C9H5ClO4S.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics