Page 70 - Org 3 theoritical book 2024-25
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Clinical Pharmacy PharmD - 2024/2025                  Level 2                Pharmaceutical Organic Chemistry-3 (PC 305)
                                                     Phthalazine


            It is prepared by condensation of phthaldialdehyde with hydrazine.

                                           H
                                           C O        H  N
                                                 +    H 2                            N
                                          C O          2 N    -2H O                  N
                                                                  2
                                          H                                 phthalazine
                                    phthalaldehyde
            o-Dicarbonylbenzenes or o-acylbenzoic acids give substituted phthalazines.

            Halogens at the 4-position can be easily substituted by nucleophiles.


                                               Cl                               NHR
                                    Cl                                Cl
                                                 N       RNH 2                     N

                                               N                                N

                                           Quinoxalines (benzopyrazine)

            Obtained by condensing o-phenylenediamines with 1,2-dicarbonyl compounds:


                                           NH 2   O   C  R                      N    R

                                          NH 2    O   C  R                      N    R


                                                                                       2,3-dialkylquinoxaline

                                         V- Six-Membered Rings with
                              More Than Two Heteroatoms (self-learning)
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