2(3H)-Benzothiazolethione,6-methoxy-(9CI)

In the reaction flask was added 12311 ^ (0.41111111) of 4, 4'-dimethoxy-2, 2'-dithiodiphenylamine and 11 · 2mg (0 · 2_1) of NaHS, Then add 2.5mL H20 as a reaction solution Qi , and then injected into 97yL (1.6 * 1) of carbon disulfide, stirred at 80 ° C for 4 hours after the reaction, the plate chromatography analysis found disulfide reaction was complete , Cooled to room temperature, extracted with ethyl acetate, and then removed using a rotary evaporator under reduced pressure to give the crude product. The crude product was eluted with methylene chloride and eluted with a gradient. After column chromatography (200-300 mesh silica gel), 6-methoxy-2-mercaptobenzothiazole was obtained as a white powder with purity greater than 99percent 158 mg, isolated in 83.8percent yield, mp 203-204 °General procedure: A 25 mL Wattecs reaction tube was charged with 2-haloaniline 1 (0.6 mmol), potassium O-ethyl dithiocarbonate 2 (1.8 mmol), CuCl (0.06 mmol), and DMF (2 mL). The reaction vessel was flushed with argon three times and sealed. Then the mixture was stirred electromagnetically in an oil bath at 110°C for 6 h.The reaction process was monitored by TLC on silica gel. After the reaction was completed, the reaction mixture was cooled to room temperature, and then HCl (3 mL, 3 mol/L) was added and stirred for another 30 min. The reaction mixture solution was extracted by ethyl acetate (3 × 20 mL). Subsequently, the combined organic solutions were dried by anhydrous sodium sulfate and the target product was purified by chromatography on a silica gel column (eluent: petroleum ether/ethyl acetate) togive the corresponding pure product 3. Complete characterization characterizationof the products (all known) is found in the Supplemental Materials (Figures S1–S13).General procedure: A round-bottomed flask was charged with 2-bromoaniline or 2-fluoro-aniline (>3 g, 1.0 equiv) and potassium O-ethyl carbonodithioate(1.5–1.7 equiv). The mixture was dissolved in DMF (10 volumes) andheated to 120–130 °C until the aniline was fully consumed (3–14 h).The reaction mixture was cooled to r.t. and filtered. The filtrate wasdiluted with H 2 O (50 volumes) and the pH was adjusted to 1–2 usingaqueous 2 M HCl. The solid precipitate was collected, washed withH 2 O and dried to yield the pure product.General procedure: A sealed tube (50 mL) was charged with 2-haloaniline 1a (2mmol), CS

Molecular Weight:197.3
XLogP3:2.4
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:1
Exact Mass:196.99690619
Monoisotopic Mass:196.99690619
Topological Polar Surface Area:78.6
Heavy Atom Count:12
Complexity:198
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes