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Chemical Structure| 2255-80-3 Chemical Structure| 2255-80-3

Structure of 2255-80-3

Chemical Structure| 2255-80-3

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Product Details of [ 2255-80-3 ]

CAS No. :2255-80-3
Formula : C7H5BrN2S
M.W : 229.10
SMILES Code : CC1=CC=C(Br)C2=NSN=C12
MDL No. :MFCD09033639
InChI Key :MZFRKYXVQYNOFA-UHFFFAOYSA-N
Pubchem ID :11379196

Safety of [ 2255-80-3 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H320-H335
Precautionary Statements:P261-P280-P301+P312-P302+P352-P305+P351+P338

Application In Synthesis of [ 2255-80-3 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 2255-80-3 ]

[ 2255-80-3 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 1457-92-7 ]
  • [ 2255-80-3 ]
YieldReaction ConditionsOperation in experiment
92% With hydrogen bromide; bromine; at 80 - 130℃;Inert atmosphere; The above compound (1-f) 9.3 g was added to a 500 mL two-necked flask equipped with a reflux tube and a dropping funnel.(62 mmol) and HBr (65 mL) were stirred under an argon atmosphere. Slowly add 10 g of bromine to the obtained reaction solution.(62.6 mmol), stirred at 80 C for 30 minutes,Then, stir at 130 C.Next, the reaction solution was naturally cooled to room temperature.Then, a saturated aqueous solution of Na 2 SO 3 was added to the reaction solution for neutralization.The neutralized reaction solution is extracted with dichloromethane.The organic layer is dried with sodium sulfate and then concentrated and dried to cure.The above compound (1-g) was obtained as a yellow solid (yield: 13.2 g, yield: 92%).
86% With hydrogen bromide; bromine; In water; at 120℃; for 24h; Intermediate 1 (32.06g, 213.43mmol, 1.0 equivalent), hydrogen bromide solution (200mL, 48% aqueous solution) and bromine water (11.48mL, 224.10mmol, 1.05 equivalent) were added in sequence with magnetic force In a stirred, dry three-necked flask, put the mixture in an oil bath and stir the reaction at 120C.After 24 hours, the reaction was monitored by thin layer chromatography until the reaction was complete.The resulting mixture was cooled to room temperature and neutralized with saturated sodium bicarbonate solution.The mixture was extracted three times with ethyl acetate.The combined organic phase was washed with water, dried over anhydrous sodium sulfate and filtered.The filtrate was concentrated under reduced pressure, and the sample was purified by silica gel column chromatography (eluent: petroleum ether/ethyl acetate = 20:1-5:1) to obtain 42.05 g of a white solid with a yield of 86%.
62% With bromine; In water; acetic acid; at 50 - 70℃; for 5h; 13 (2.7 g, 18 mmol) was diluted with17.5 mL of a mixture of acetic acid and water (6:1) and bromine(1 mL, 19.5 mmol, 1.1 eq.) diluted with 2 mL ofacetic acid was added drop wise at 50C under stirring. After stirring at60-70C for 5 h, water was added to the slurry. The precipitate wasfiltrated, washed with Na2S2O3-solution andwater. Recrystallization from ethanol afforded 11 as white needles (2.6 g, 11 mmol, 62%). m.p.:135-136C. 1H-NMR (250 MHz, CDCl3): δ = 7.71 (d, J= 7.3 Hz, 1H), 7.23 (d, J = 7.3 Hz, 1H), 2.69 (s, 3H) ppm. 13C-NMR(63 MHz, CDCl3): δ = 155.27, 153.30, 132.17, 131.39, 128.74, 111.30,77.16, 17.81 ppm. MS (EI): m/z = 228 [M+], 230 [(M+2)+],149 [(M-Br)+]. EA calc. for C7H5BrN2S:C, 36.70; H, 2.20; N, 12.23; found: C, 36.61; H, 2.21; N, 12.42.
 

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