2-AMINO-5,6-DIHYDRO-1,3-BENZOTHIAZOL-7(4H)-ONE

Step-ii: 2-amino-5, 6-dihydrobenzo[dlthiazol-7(4H)-one 2-Amino-S, 6-dihydro-4H-benzothiazol-7-one A solution of 2-bromo-cyclohexane-1, 3-dione (1.0 g, 5.2 mmol) and thiourea (0.4 g, 5.2 mmol) in anhydrous ETOH (7 mL) was heated under reflux for 3 h. The reaction mixture was cooled, concentrated under vacuum, and washed with Et2O (20 mL). The residue was dissolved in H20 (10 mL) and 6 M aq NH40H (4 mL) was added dropwise. The yellow precipitate was collected, dried, and crystallised from ETOH to afford the titl compound as yellow crystals (0.41 g, 47 percent)Step 2; To a suspension of thiourea (3.8 g) in ethanol (100 mL), 74 (9.5 g, 50 mmol) was added. The suspension was then stirred under reflux overnight. The reaction mixture was cooled, filtered, and then washed sequentially with water and ethanol to yield 75 as a yellow solid (3.1 g, y. 42percent). General procedure: Benzoic acid (27aj, 30af, 35ab, or 38ac) (0.07 mmol, 1.0equiv.) and 2-aminothiazole (12ab, 14ab, 20aq, 20s, or 23ac)(0.21 mmol, 3.0 equiv.) were dissolved in dimethylformamide(5 mL) and stirred at room temperature for 30 min under argonatmosphere. 1-Hydroxybenzotriazole hydrate (0.21 mmol, 3.0equiv.) and 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimidehydrochloride (0.14 mmol, 2.0 equiv) were added to the reactionmixture, and then stirred overnight at room temperature. Thenethyl acetate (50 mL) was added, and washed with saturatedaqueous ammonium chloride and brine successively, dried overanhydrous sodium sulfate, and concentrated in vacuum. Theresulting residue was purified by silica gel chromatography(dichloromethane/methanol, v/v, 98:2) to give the desired product.

Molecular Weight:168.22
XLogP3:1.1
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:4
Exact Mass:168.03573406
Monoisotopic Mass:168.03573406
Topological Polar Surface Area:84.2
Heavy Atom Count:11
Complexity:185
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes