Alternatived Products of [ 131002-01-2 ]
Product Details of [ 131002-01-2 ]
CAS No. : | 131002-01-2 |
MDL No. : | MFCD17170781 |
Formula : |
C7H5BrClNO
|
Boiling Point : |
- |
Linear Structure Formula : | - |
InChI Key : | HAVNOBBLFYXBDL-UHFFFAOYSA-N |
M.W : |
234.48
|
Pubchem ID : | 15111014 |
Synonyms : |
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Safety of [ 131002-01-2 ]
Application In Synthesis of [ 131002-01-2 ]
* 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.
- Upstream synthesis route of [ 131002-01-2 ]
- Downstream synthetic route of [ 131002-01-2 ]
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[ 131002-01-2 ]
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[ 57381-49-4 ]
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[ 131002-01-2 ]
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[ 16889-21-7 ]
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[ 131002-01-2 ]
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[ 263845-82-5 ]
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[ 131002-01-2 ]
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[ 131002-09-0 ]
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[ 57381-49-4 ]
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[ 131002-01-2 ]
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[ 936-08-3 ]
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[ 131002-01-2 ]
Yield | Reaction Conditions | Operation in experiment |
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With thionyl chloride; N,N-dimethyl-formamide; In toluene; at 80℃; for 1.5h; |
2-(2-Bromo- -chlorophenyl)thiazole Step 1. 2-Bromo-4-chlorobenzamide 2-Bromo-4-chlorobenzoic acid (3000 mg, 12.7 mmol) in toluene (30 ml) was mixed with SOCl2 (1.4 ml, 19 mmol) and DMF (0.020 ml, 0.26 mmol). The mixture was then heated to 80°C for 1.5 hours. After it was cooled to room temperature, the mixture was concentrated to dryness. The acyl chloride intermediate was dissolved in in DCM (50 ml) and added dropwise to a pre-cooled ammonium hydroxide (8.86 ml, 63.7 mmol) solution at 0°C The mixture was stirred at room temperature for 4 hours, then concentrated by rotavapor. The product was washed with water and dried in a vacuum oven at 50°C overnight. |
- 7
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[ 619-56-7 ]
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[ 131002-01-2 ]
Yield | Reaction Conditions | Operation in experiment |
80% |
With N-Bromosuccinimide; palladium diacetate; trifluoroacetic acid In 1,2-dichloro-ethane at 60℃; for 24h; Sealed tube; regioselective reaction; |
2.1. General procedure for palladium(II)-catalyzed ortho-halogenation of benzamides
General procedure: To a clean oven-dried 15 mL sealed tube equipped with magnetic stir bar, benzamide (0.25 mmol, 1.0 equiv), Pd(OAc)2 (5.0 mol%, 2.8 mg), and NXS (0.3 mmol, 1.2 equiv.) were added sequentially. DCE (2.0 mL) was then added to the reaction mixture followed by trifluoroacetic acid (475 μL). The tube was tightly closed and placed in a preheated oil bath of 60 °C and stirred for 24 h. In each case, the reaction was monitored by TLC, and after completion, the reaction mixture was cooled to room temperature. The solvent was evaporated under reduced pressure and then diluted with ethyl acetate followed by neutralization with a saturated solution of sodium bicarbonate. After extraction with ethyl acetate (15 mL×3), the organic layer was washed with brine solution and dried over sodium sulphate. After evaporation of the solvent, the crude mixture was purified by column chromatography silica gel using ethyl acetate/hexanes as the eluent. |
77% |
With N-Bromosuccinimide; silver hexafluoroantimonate; trifluorormethanesulfonic acid; nickel diacetate In 1,2-dichloro-ethane at 80℃; for 12h; regioselective reaction; |
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Reference:
[1]Jaiswal, Yogesh; Kumar, Amit
[Catalysis Communications, 2019, vol. 131]
[2]Li, Ze-Lin; Wu, Peng-Yu; Cai, Chun
[New Journal of Chemistry, 2019, vol. 43, # 8, p. 3462 - 3468]