This paper describes the synthesis of 1,4-naphthoquinones, with cyclic of aliphatic amines on C2 position. In this research, the synthesis of 2-chloro-5,8-dihydroxy-3-morpholinonaphthalene-1,4-dione by the acylation of hydroquinone with dichloromaleic anhydride as acylating agents catalyzed by Silica-supported boron trifluoride and atmospheric pressure conditions (scheme. 1). Triple-negative breast cancer was defined by the absence of targetable aberrations, such as hormone receptor and human epidermal growth factor receptor 2, represents up to 20% of all breast cancers, and is associated with poor clinical outcomes.1, 2 Despite multimodal treatments, patients with Triple-negative breast cancer have a 3-year freedom-from-recurrence rate, which compares unfavorably with non- Triple-negative breast cancer tumors (63 vs. 76%, p < .0001).3 Chemotherapy continues to be the standard-of-care treatment for Triple-negative breast cancer, with disappointing results; for example, chemotherapy regimens studied in the metastatic Triple-negative breast cancer setting have shown overall response rates (ORRs) ranging from 10 to 35% and median progression-free survival (PFS) of only 3–4 months.