ChemInform Abstract: Synthesis, Characterization and Biological Evaluation of Some Heterocyclic Compounds Containing Ethoxyphthalimide Moiety via Key Intermediate 6‐Chloro 1,3‐Benzothiazole 2‐Amine.

Sain, Devendra K.; Thadhaney, Bhawana; Joshi, Ajit; Hussain, Nasir; Talesara, G. L.

doi:10.1002/chin.201044045

Cited by 3 publications

(7 citation statements)

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“…For this, 4-chloroaniline was converted to 6-chloro-1,3-benzothiazol-2-amine by reaction with KSCN and Br 2 . This compound acted as a key intermediate for both the series of final compounds . The reactions of N -(methylsulfonyl)- and N -( p -tolylsulfonyl)-2-(cyclopent-1-en-1-yl)-6-methylaniline with molecular bromine in the presence of potassium thiocyanate gave N -(methylsulfonyl)- and N -( p -tolylsulfonyl)- 2-(5-isothiocyanatocyclopent-1-en-1-yl)-6-methylanilines .…”

Section: Miscellaneous Reactionsmentioning

confidence: 99%

Use of Bromine and Bromo-Organic Compounds in Organic Synthesis

2016

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Bromination is one of the most important transformations in organic synthesis and can be carried out using bromine and many other bromo compounds. Use of molecular bromine in organic synthesis is well-known. However, due to the hazardous nature of bromine, enormous growth has been witnessed in the past several decades for the development of solid bromine carriers. This review outlines the use of bromine and different bromo-organic compounds in organic synthesis. The applications of bromine, a total of 107 bromo-organic compounds, 11 other brominating agents, and a few natural bromine sources were incorporated. The scope of these reagents for various organic transformations such as bromination, cohalogenation, oxidation, cyclization, ring-opening reactions, substitution, rearrangement, hydrolysis, catalysis, etc. has been described briefly to highlight important aspects of the bromo-organic compounds in organic synthesis.

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Section: Miscellaneous Reactionsmentioning

confidence: 99%

Use of Bromine and Bromo-Organic Compounds in Organic Synthesis

2016

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“…Spectroscopic data for the title compound were consistent with those reported in the literature. 44,48,49 (E)-3-(4-Bromostyryl)quinoxalin-2(1H)-one (1d). The compound was obtained from 3-methylquinoxalin-2(1H)-one (3.04 g, 19 mmol, 1.0 equiv) and 4-bromobenzaldehyde (4.21 g, 23 mmol, 1.2 equiv) following the general procedure.…”

Section: ■ Experimental Sectionmentioning

confidence: 99%

“…Yield 0.27 g, 93%; yellow solid; mp 216 °C. IR (KBr): ν max 3435, 3082, 2919, 1626, 1588, 1480, 1384, 1337, 1315, 1217, 1138, 1071, 1057, 1007, 836, 761, 714, (44), 291 (30), 258(100), 157 (31), 155 (34), 128 (35), 90(66), 76 (39).…”

Section: E)-2-(2-(quinoxalin-3(4h)-on-2-yl)vinyl)-4-bromophenyl Aceta...mentioning

confidence: 99%

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Bromine-Promoted One-Pot Furo[b]annulation and α-C(sp²)-Thiomethylation Cascade of (E)-3-Styrylquinoxalin-2(1H)-ones with Dimethyl Sulfoxide

et al. 2022

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A new process has been developed for the bromine-promoted sequential (sp2)C = (sp2)C bond functionalization of (E)-3-styrylquinoxalin-2(1H)-ones and furo[b]annulation via the 5-exo-cyclization in dimethyl sulfoxide (DMSO). The reaction represents a novel strategy for the synthesis of 2-aryl-3-(methylthio)furo[2,3-b]quinoxalines and involves 3-(1,2-dibromo-2-arylethyl)quinoxalin-2(1H)-ones and 2-arylfuro[2,3-b]quinoxalines as key intermediates. Furthermore, DMSO was converted to dimethyl sulfide in situ, which served as the methylthiolation reagent in the reaction. This protocol constitutes an efficient and convenient method for the annulation and methylthiolation of (E)-3-styrylquinoxalin-2(1H)-ones bearing a wide range of functional groups in high yields at room temperature.

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“…The IR spectrum of the compound showed absorption peak at 3344cm-1, 3025cm-1, 1630cm-1, 690cm-1 due to stretching of N-H, C-H, C=N, C-S. [16] Structure Activity Relationship Study…”

Section: Figmentioning

confidence: 99%

Synthesis, Biological Activity and Recent Advancement of Benzothiazoles: A Classical Review

Anand¹

2017

WJPPS

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ChemInform Abstract: Synthesis, Characterization and Biological Evaluation of Some Heterocyclic Compounds Containing Ethoxyphthalimide Moiety via Key Intermediate 6‐Chloro 1,3‐Benzothiazole 2‐Amine.

Cited by 3 publications

References 0 publications

Use of Bromine and Bromo-Organic Compounds in Organic Synthesis

Use of Bromine and Bromo-Organic Compounds in Organic Synthesis

Bromine-Promoted One-Pot Furo[b]annulation and α-C(sp²)-Thiomethylation Cascade of (E)-3-Styrylquinoxalin-2(1H)-ones with Dimethyl Sulfoxide

Synthesis, Biological Activity and Recent Advancement of Benzothiazoles: A Classical Review

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ChemInform Abstract: Synthesis, Characterization and Biological Evaluation of Some Heterocyclic Compounds Containing Ethoxyphthalimide Moiety via Key Intermediate 6‐Chloro 1,3‐Benzothiazole 2‐Amine.

Cited by 3 publications

References 0 publications

Use of Bromine and Bromo-Organic Compounds in Organic Synthesis

Use of Bromine and Bromo-Organic Compounds in Organic Synthesis

Bromine-Promoted One-Pot Furo[b]annulation and α-C(sp2)-Thiomethylation Cascade of (E)-3-Styrylquinoxalin-2(1H)-ones with Dimethyl Sulfoxide

Synthesis, Biological Activity and Recent Advancement of Benzothiazoles: A Classical Review

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Bromine-Promoted One-Pot Furo[b]annulation and α-C(sp²)-Thiomethylation Cascade of (E)-3-Styrylquinoxalin-2(1H)-ones with Dimethyl Sulfoxide