[ABSTRAK Perkembangan resistensi bakteri terhadap antibiotik menyebabkan perlunyapenelitian untuk menemukan senyawa baru yang memiliki aktivitas antibiotik.Senyawa golongan kuinazolinon telah diketahui memiliki aktivitas sebagaiantibiotik. Oleh karena itu, dilakukan penelitian sintesis senyawa baru darigolongan kuinazolinon dengan substitusi gugus stiril dan amin. Penelitian inibertujuan untuk memperoleh senyawa 6-amino-2-[(E)-2-(4-metoksifenil)etenil]-4(3H)-kuinazolinon dan kondisi optimal yang dibutuhkan. Senyawa baru 6-amino-2-[(E)-2-(4-metoksifenil)etenil]-4(3H)-kuinazolinon disintesis melaluiempat tahapan. Tahap pertama, sintesis 2-metil-4(3H)-kuinazolinon melalui reaksikondensasi antranilamida dengan asetamida dalam pelarut asam asetat glasialdengan radiasi gelombang mikro. Tahap kedua, sintesis senyawa 2-metil-6-nitro-4(3H)-kuinazolinon melalui reaksi nitrasi 2-metil-4(3H)-kuinazolinon denganasam nitrat berasap dan asam sulfat pekat pada suhu ruang. Tahap ketiga, sintesissenyawa 6-nitro-2-[(E)-2-(4-metoksifenil)etenil]-4(3H)-kuinazolinon melaluireaksi kondensasi antara p-metoksibenzaldehid dengan 2-metil-6-nitro-4(3H)-kuinazolinon dalam pelarut asam asetat glasial dan natrium asetat anhidrat sebagaidehydrating agent menggunakan radiasi gelombang mikro. Tahap keempat,sintesis senyawa 6-amino-2-[(E)-2-(4-metoksifenil)etenil]-4(3H)-kuinazolinonmelalui reduksi senyawa 6-nitro-2-[(E)-2-(4-metoksifenil)etenil]-4(3H)-kuinazolinon menggunakan serbuk besi dan HCl dalam pelarut methanol padasuhu 45-550C dengan radiasi ultrasonik. Nilai rendemen tahap 1 90,19%, tahap 279,62%, tahap 3 63,93%, dan tahap 4 80,98%. Berdasarkan penelitian, senyawaproduk yang didapat pada setiap tahapan menunjukan struktur senyawa kimiayang diharapkan. Struktur senyawa produk tahap 1 dan 2 dikonfirmasimenggunakan metode spektroskopi IR, tahap 3 dan 4 menggunakan metodespektroskopi UV-Vis, IR dan 1HNMR. ABSTRACT The growth of bacterial resistance to antibiotics led to the need for research to findnew compounds that have antibiotic activity. The class of quinazolinonecompounds known to have activity as an antibiotic. Therefore, research synthesisof a new compound from the class of kuinazolinon by substituting stiril and aminegroups. This study aims to obtain compound 6-amino-2-[(E)-2-(4-methoxyphenyl)ethenyl]-4(3H)-quinazolinone and optimal conditions required. The newcompound 6-amino-2-[(E)-2-(4-methoxyphenyl)ethenyl]-4(3H)-quinazolinonesynthesized through four steps. The first step is synthesis of 2-methyl-4(3H)-quinazolinone through a condensation reaction between anthranilamide withacetamide in glacial acetic acid using microwave irradiation. The second step issynthesis of 2-methyl-6-nitro-4(3H)-quinazolinone through nitration reaction of 2-methyl-4(3H)-quinazolinone using fuming nitric acid and concentrated sulfuricacid at room temperature. The third step is synthesis 6-nitro-2-[(E)-2-(4-methoxyphenyl)ethenyl]-4(3H)-quinazolinone through condensation reactionbetween p-metoksibenzaldehid with 2-methyl-6-nitro-4(3H)-kuinazolinon inglacial acetic acid and anhydrous sodium acetate as a dehydrating agent usingmicrowave irradiation. The fourth step is synthesis 6-amino-2-[(E)-2-(4-methoxyphenyl)ethenyl]-4(3H)-kuinazolinon through reduction reaction of 6-nitro-2-[(E)-2-(4-methoxyphenyl)ethenyl]-4(3H)-quinazolinone using iron powderand hydrochloric acid in methanol at 45-550C with ultrasonic radiation. Yieldvalues obtained at each step 1, 2, 3, and 4 respectively are 90,19%, 79.62%,63.93% and 80.98%. Based on the research, the product obtained at each stageshowed the expected chemical structure. The products structure of steps 1 and 2were confirmed using IR spectroscopy methods, steps 3 and 4 were confirmedusing UV-Vis, IR and 1HNMR spectroscopy method., The growth of bacterial resistance to antibiotics led to the need for research to findnew compounds that have antibiotic activity. The class of quinazolinonecompounds known to have activity as an antibiotic. Therefore, research synthesisof a new compound from the class of kuinazolinon by substituting stiril and aminegroups. This study aims to obtain compound 6-amino-2-[(E)-2-(4-methoxyphenyl)ethenyl]-4(3H)-quinazolinone and optimal conditions required. The newcompound 6-amino-2-[(E)-2-(4-methoxyphenyl)ethenyl]-4(3H)-quinazolinonesynthesized through four steps. The first step is synthesis of 2-methyl-4(3H)-quinazolinone through a condensation reaction between anthranilamide withacetamide in glacial acetic acid using microwave irradiation. The second step issynthesis of 2-methyl-6-nitro-4(3H)-quinazolinone through nitration reaction of 2-methyl-4(3H)-quinazolinone using fuming nitric acid and concentrated sulfuricacid at room temperature. The third step is synthesis 6-nitro-2-[(E)-2-(4-methoxyphenyl)ethenyl]-4(3H)-quinazolinone through condensation reactionbetween p-metoksibenzaldehid with 2-methyl-6-nitro-4(3H)-kuinazolinon inglacial acetic acid and anhydrous sodium acetate as a dehydrating agent usingmicrowave irradiation. The fourth step is synthesis 6-amino-2-[(E)-2-(4-methoxyphenyl)ethenyl]-4(3H)-kuinazolinon through reduction reaction of 6-nitro-2-[(E)-2-(4-methoxyphenyl)ethenyl]-4(3H)-quinazolinone using iron powderand hydrochloric acid in methanol at 45-550C with ultrasonic radiation. Yieldvalues obtained at each step 1, 2, 3, and 4 respectively are 90,19%, 79.62%,63.93% and 80.98%. Based on the research, the product obtained at each stageshowed the expected chemical structure. The products structure of steps 1 and 2were confirmed using IR spectroscopy methods, steps 3 and 4 were confirmedusing UV-Vis, IR and 1HNMR spectroscopy method.] |