Detail of "7471-95-6"

Reference

9-Carbamoylfluorene derivatives

9-Carbamoylfluorene derivatives. Lacefield, William B.; Lindstrom, Terry D. (Lilly, Eli, and Co. , USA). U.S. US 4486592 A 4 Dec 1984, 9 pp. (English). (United States of America).Several reagents such as 7471-95-6 is used here. CODEN: USXXAM. CLASS: IC: C07D221-20. NCL: 546017000. APPLICATION: US 83-543200 19 Oct 1983. DOCUMENT TYPE: Patent CA Section: 27 (Heterocyclic Compounds (One Hetero Atom)) Section cross-reference(s): 1, 5, 10, 24 Title compds. I and II (R, R1 = H, alkyl, halogen; R2 = H, alkyl; R3 = H, OH, alkoxy; R4 = H, OH; Z = O, NR5; R5 = alkyl, alkenyl, phenylalkyl) were prepd. Thus, 9-carbamoylfluorene (III) was treated with PhCH2Me3N+OH- and CH2:CHCHO to give I (R-R3 = H, Z = O) and its tautomer II (R-R2 = H, R4 = OH). This tautomeric mixt., when treated with primary amines, gives Schiff bases, which are reduced to give 9-carbamoyl-9-(3-aminopropyl)fluorene antiarrhythmics. III was treated with CH2:CHCO2CMe3 to give I (R-R2 = H, R3 = Me3CO, Z = O) (IV tert-Bu ester), which was hydrolyzed with CF3CO2H to give IV. Treatment of 9-carbamoyl-9-(3-aminopropyl)fluorene with MeOH-HCl at reflux for 16 h gave II (R-R2, R4 = H; V). IV tert-Bu ester at 10 mg/disk was active against Escherichia coli, IV at 15 lb/acre preemergence gave complete control of pigweed with no injury to tomato, and V at 10 ppm was active against Eimeria tenella and at 10 mg/kg orally in mice showed antidiuretic activity. .