4-BROMO-BENZAMIDINE

In four flask equipped with a mechanical stirrer, thermometer, reflux condenser. takeFor bromoxynil 36.4g (0.2mol) was poured into a beaker, add 100ml of absolute ethanol, stirring to dissolve completely; then weighed 32.4gN- acetylcysteine (0.2mol), into another beaker was then added 150ml of absolute ethanol, stirring the mixture to complete dissolution, then a solution of ethanol will bromoxynil and N- acetylcysteine ethanol solution was poured into four flask, stirred and heated to 45 The reaction 20h . Weigh 8.6g ammonium carbamate (0.11 mol), was slowly added portionwise to a 4-neck flask, 20h, after complete dissolution the reaction, the reactionAfter completion of standing 48h, suction filtered, the filter cake was washed with ethanol, and drying, a white solid product was obtained 38g of bromobenzene formamidine (Compound ), yield 95.4percent, HPLC purity was 99.6percent.4-Bromobenzamidine hydrochloride (6a, 707 mg) was treated with 5 M aqueous sodium hydroxide (8 mL), and extracted with chloroform. The organic layer was dried, filtered and evaporated to give colorless solid (472 mg). To the solution of the obtained solid in ethanol (5 mL) was added ethyl propiolate (0.27 mL) and the mixture was warmed up to 60 °C, then potassium hydroxide (175 mg) in ethanol (4 mL) was added dropwise over 15 min. The mixture was warmed up to 80 °C and stirred for 6 h, then cooled down to room temperature. To the mixture was added 1 M hydrochloric acid (10 mL), and the precipitate was collected by filtration, washed with water, dried in vacuo at 50 °C overnight to give 7g (267 mg, 35percent) as a pale brown solid: Compound 3 (13.25 g) was suspended in water (40 mL), and a 5N aqueous sodium hydroxide solution (40 mL)was added, and the mixture was stirred at room temperature for 3 hours. The deposit was collected by filtration andwashed with water. The obtained white solid was dissolved in acetone, activated charcoal was added, and the mixturewas stirred for 10 minutes, and subsequently, filtered through Celite. The filtrate was concentrated under reducedpressure, and the obtained powder was washed with diethyl ether, collected by filtration and dried to obtain Compound4 (9.58 g) as a white powder.General procedure: Compound 44b (150 mg, 1.0 mmol) was boiled under reflux withHCOONH

Molecular Weight:199.05
XLogP3:1.8
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:1
Exact Mass:197.97926
Monoisotopic Mass:197.97926
Topological Polar Surface Area:49.9
Heavy Atom Count:10
Complexity:128
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes