The Reaction between Carbon Dioxide and Methoxy Substituted Phenylmagnesium and Tolylmagnesium Bromides.

Holmberg, Gust.-Ad.; Åqvist, S.; Faurholt, Carl

doi:10.3891/acta.chem.scand.06-1137

Cited by 4 publications

(3 citation statements)

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“…Es hat sich dabei gezeigt, dass unter ublichen Bedingungen nur Bromaryle aber keine Chloraryle rnit Magnesium reagieren. Auch fur Grignard-Reaktionen von Arylbromiden rnit zwei ortho-standigen Substituenten finden sich Beispiele [5]. Entsprechend der darauf gegrundeten Erwartung erhielten wir aus dem Dihalogenid VIII mit Magnesium die einheitliche Grignard-Verbindung IX, denn bei der anschliessenden Umsetzung mit Kohlendioxid nach Hussey [6]…”

Section: Mitteilung [L]unclassified

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Stoffwechselprodukte von Mikroorganismen. 84. Mitteilung [1]. Synthese des 5‐Chlor‐6‐methyl‐salicylsäure‐methyläthers, eines Abbauproduktes des Chlorothricins

Muntwyler

Widmer

Keller‐Schierlein

1970

Helvetica Chimica Acta

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Summary. 5-Chloro-6-methyl-salicylic acid methyl ether was synthesized starting from 2-n'tro-5-hydroxy-toluene. It was identical with a degradation product of the antibiotic chlorothricin.Als Hydrolyseprodukt des Antibioticums Chlorothricin wurde kurzlich ein Chlor-6-methyl-salicylsaure-methylather erhalten [2]. Obwohl aus spektroskopischen Grunden gute Anhaltspunkte fur die 5-Stellung des Chloratoms vorlagen, konnte die 3-Stellung nicht mit Sicherheit ausgeschlossen werden. Im folgenden wird die Konstitution X des Abbauproduktes durch eine eindeutige Synthese bewiesen. NO2 R2I R l = R Z = R 3 = H VII R 1 = B r ; RZ = NH, I1 R1= R2 = H ; R8 = Br VIII R1= Br; Ra = C1 I11 R1= R3 = H ; R2 = Br I X R1=MgRr; R 2 = C 1

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Section: Mitteilung [L]unclassified

“…33". NMR.-Spektrum in CDC1,: S 2.52 ppm (5,3 H ; Ar-CH,); 3,87 pprn (s, 3 H ; 0-CH,) ; 6,68 pprn (d, J = 8,5, 1H an C-6) ; 7 2 6 ppm ( d , J = 8,5, 1H an C-5). UV.-Absorptionsspektrum in Feinsprit: A, , , in nm (loge) 222 (3,98), 285 (3,29), 292 (328)…”

Section: -B~om-4-chlov-3-methyl-anisol ( V I I I )mentioning

confidence: 99%

Stoffwechselprodukte von Mikroorganismen. 84. Mitteilung [1]. Synthese des 5‐Chlor‐6‐methyl‐salicylsäure‐methyläthers, eines Abbauproduktes des Chlorothricins

Muntwyler

Widmer

Keller‐Schierlein

1970

Helvetica Chimica Acta

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“…The reaction can also be directed to provide ketones. [188,189] Some high value chemicals, as for example, biotin (Scheme 23) are produced by this route. [190] Another example is the production of isotope-labeled carbonic acids for metabolite studies or diagnostic procedures.…”

Section: Pharmaceuticals and Fine Chemicalsmentioning

confidence: 99%

Chemical Technologies for Exploiting and Recycling Carbon Dioxideinto the Value Chain

et al. 2011

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While experts in various fields discuss the potential of carbon capture and storage (CCS) technologies, the utilization of carbon dioxide as chemical feedstock is also attracting renewed and rapidly growing interest. These approaches do not compete; rather, they are complementary: CCS aims to capture and store huge quantities of carbon dioxide, while the chemical exploitation of carbon dioxide aims to generate value and develop better and more-efficient processes from a limited part of the waste stream. Provided that the overall carbon footprint for the carbon dioxide-based process chain is competitive with conventional chemical production and that the reaction with the carbon dioxide molecule is enabled by the use of appropriate catalysts, carbon dioxide can be a promising carbon source with practically unlimited availability for a range of industrially relevant products. In addition, it can be used as a versatile processing fluid based on its remarkable physicochemical properties.

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Antiestrogene N‐(4‐Hydroxyphenyl)‐N‐(1,1,1‐trifluor‐2‐propyl)‐4‐hydroxybenzamide: Beeinflussung der Wirkung durch hydrophobe Reste in ortho‐Position des Benzamidfragments

Hartmann

Orde

Schönenberger

1990

Archiv der Pharmazie

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Experiments are reported here to develop compounds with antiestrogenic and mammary tumor inhibiting properties. Analogues with hydrophobic groups in 2- or 2,6-position of the benzamide-fragment of N-(4-hydroxyphenyl)-N-(1,1,1-trifluoro-2-propyl)- 4-hydroxybenzamides were investigated. Compounds 2 and 3 proved to be "true" antiestrogenes among 2-7 (2: 2-CH3, 3: 2-F, 4: 2-Cl, 5: 2-Br, 6: 2,6-Cl2, 7: 2-CF3). Compound 4 showed the highest activity on the MXT-MC, ER+.

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The Reaction between Carbon Dioxide and Methoxy Substituted Phenylmagnesium and Tolylmagnesium Bromides.

Cited by 4 publications

References 0 publications

Stoffwechselprodukte von Mikroorganismen. 84. Mitteilung [1]. Synthese des 5‐Chlor‐6‐methyl‐salicylsäure‐methyläthers, eines Abbauproduktes des Chlorothricins

Stoffwechselprodukte von Mikroorganismen. 84. Mitteilung [1]. Synthese des 5‐Chlor‐6‐methyl‐salicylsäure‐methyläthers, eines Abbauproduktes des Chlorothricins

Chemical Technologies for Exploiting and Recycling Carbon Dioxideinto the Value Chain

Antiestrogene N‐(4‐Hydroxyphenyl)‐N‐(1,1,1‐trifluor‐2‐propyl)‐4‐hydroxybenzamide: Beeinflussung der Wirkung durch hydrophobe Reste in ortho‐Position des Benzamidfragments

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