SYNTHESIS OF DI AND TETRAOXIMES FROM THE REACTION OF PHENYLENDIAMINES WITH DICHLOROGLYOXIME

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KAKA NEJADI FARD A.; SHARIFI A.; DELFANI F.; RANJBAR B.; NADERIMANESH H.

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ISSN: 2588-4824

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Journal: Iranian Journal of Chemistry and Chemical Engineering Year:2007 | Volume:26 | Issue:4 Page(s): 63-67

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Title

SYNTHESIS OF DI AND TETRAOXIMES FROM THE REACTION OF PHENYLENDIAMINES WITH DICHLOROGLYOXIME

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Keywords

PHENYLENDIAMINE

DICHLOROGLYOXIME

VIC-DIOXIMES

CRYSTAL STRUCTURE

INTERMOLECULAR HYDROGEN BONDS

Abstract

-2, 5, 10, 13-Tetraazatricyclo [12,2,2,26,9] icosa-1 (16), 6,8,14,17,19-hexene-3,4,11,12-tetraone tetraoxime (1a) and 2,5,11,14-tetraazatricyclo [13,3,1,16,10] icosa-1 (19), 6,8,10 (20), 15,17-hexaene-3,4,12,13-tetraonetetraoxime (1b) were obtained from condensation of 1,4- and 1,3-PHENYLENDIAMINE with DICHLOROGLYOXIME, respectively. The reaction of 1,2-PHENYLENDIAMINE with DICHLOROGLYOXIME resulted in the production of (2Z,3Z)-1,4-dihydroquinoxaline-2,3-dione dioxime (2). The x-ray structure determination of compound 2 shows the piprazine ring is rather planar relative to the fused aromatic ring. The results show that a resonance occurs between the aromatic ring and the C=N bond, through N4 and N3 atoms of the molecule. The results from x-ray data indicated that the molecules 2 could exist as a dimmer by intermolecular hydrogen bonding between NH and OH groups.

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APA: Copy

KAKA NEJADI FARD, A., SHARIFI, A., DELFANI, F., RANJBAR, B., & NADERIMANESH, H.. (2007). SYNTHESIS OF DI AND TETRAOXIMES FROM THE REACTION OF PHENYLENDIAMINES WITH DICHLOROGLYOXIME. IRANIAN JOURNAL OF CHEMISTRY AND CHEMICAL ENGINEERING (IJCCE), 26(4), 63-67. SID. https://sid.ir/paper/548268/en

Vancouver: Copy

KAKA NEJADI FARD A., SHARIFI A., DELFANI F., RANJBAR B., NADERIMANESH H.. SYNTHESIS OF DI AND TETRAOXIMES FROM THE REACTION OF PHENYLENDIAMINES WITH DICHLOROGLYOXIME. IRANIAN JOURNAL OF CHEMISTRY AND CHEMICAL ENGINEERING (IJCCE)[Internet]. 2007;26(4):63-67. Available from: https://sid.ir/paper/548268/en

IEEE: Copy

A. KAKA NEJADI FARD, A. SHARIFI, F. DELFANI, B. RANJBAR, and H. NADERIMANESH, “SYNTHESIS OF DI AND TETRAOXIMES FROM THE REACTION OF PHENYLENDIAMINES WITH DICHLOROGLYOXIME,” IRANIAN JOURNAL OF CHEMISTRY AND CHEMICAL ENGINEERING (IJCCE), vol. 26, no. 4, pp. 63–67, 2007, [Online]. Available: https://sid.ir/paper/548268/en

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