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Chemical Structure| 1007578-82-6 Chemical Structure| 1007578-82-6

Structure of 1007578-82-6

Chemical Structure| 1007578-82-6

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Product Details of [ 1007578-82-6 ]

CAS No. :1007578-82-6
Formula : C8H8BrNO
M.W : 214.06
SMILES Code : O=C(N)C1=CC(C)=CC(Br)=C1
MDL No. :MFCD18204794

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Application In Synthesis of [ 1007578-82-6 ]

* 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 [ 1007578-82-6 ]

[ 1007578-82-6 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 58530-13-5 ]
  • [ 1007578-82-6 ]
YieldReaction ConditionsOperation in experiment
94% Example 44 3-Bromo-5-methylbenzamide CDI (42.2 g, 260.4 mmol) was cautiously added to a solution of <strong>[58530-13-5]3-bromo-5-methylbenzoic acid</strong> (16.0 g, 74.4 mmol) in EA (300 mL), and then the mixture was kept at reflux for 3 h. After cooling to room temperature, NH3 (g) was passed though the mixture for 1 h. It was filtered and the organic layer was washed with HCl (10%, 100 mL) and water (100 mL). The organic phase was dried over Na2SO4 and concentrated in vacuum to obtain 15.0 g of 3-bromo-5-methylbenzamide as white crystals (yield: 94%). 1H NMR (400 MHz, CDCl3) delta 7.73-7.72 (m, 1H), 7.56-7.55 (m, 1H), 7.50-7.49 (m 1H), 2.39 (s, 3H).
94% Example 44 3-Bromo-5-methylbenzamide CDI (42.2 g, 260.4 mmol) was cautiously added to a solution of <strong>[58530-13-5]3-bromo-5-methylbenzoic acid</strong> (16.0 g, 74.4 mmol) in EA (300 mL), and then the mixture was kept at reflux for 3 h. After cooling to room temperature, NH3 (g) was passed though the mixture for 1 h. It was filtered and the organic layer was washed with HCl (10%, 100 mL) and water (100 mL). The organic phase was dried over Na2SO4 and concentrated in vacuum to obtain 15.0 g of 3-bromo-5-methylbenzamide as white crystals (yield: 94%). 1H NMR (400 MHz, CDCl3) delta 7.73-7.72 (m, 1H), 7.56-7.55 (m, 1H), 7.50-7.49 (m 1H), 2.39 (s, 3H).
94% Example 47 3-Bromo-5-methylbenzamide CDI (42.2 g, 260.4 mmol) was cautiously added to a solution of <strong>[58530-13-5]3-bromo-5-methylbenzoic acid</strong> (16.0 g, 74.4 mmol) in EA (300 mL), and then the mixture was kept at reflux for 3 h. After cooled to room temperature, NH3 (g) was passed though for 1 h. The mixture was filtered and the organic layer was washed with HCl (10%, 100 mL) and water (100 mL). The organic phase was dried over Na2SO4 and concentrated in vacuum to obtain 15.0 g of 3-bromo-5-methylbenzamide as white crystals (yield: 94%). 1H NMR (400 MHz, CDCl3): delta 7.73-7.72 (m, 1H), 7.56-7.55 (m, 1H), 7.50-7.49 (m 1H), 2.39 (s, 3H).
94% Example 44 3-Bromo-5-methylbenzamideCDI (42.2 g, 260.4 mmol) was cautiously added to a solution of <strong>[58530-13-5]3-bromo-5-methylbenzoic acid</strong> (16.0 g, 74.4 mmol) in EA (300 mL), and then the mixture was kept at reflux for 3 h. After cooling to room temperature, NH3 (g) was passed though the mixture for 1 h. It was filtered and the organic layer was washed with HCl (10%, 100 mL) and water (100 mL). The organic phase was dried over Na2SO4 and concentrated in vacuum to obtain 15.O g of 3-bromo-5- methylbenzamide as white crystals (yield: 94 %). 1H NMR (400 MHz, CDCl3) delta 7.73-7.72 (m, 1 H), 7.56-7.55 (m, 1 H), 7.50-7.49 (m 1 H), 2.39 (s, 3 H).

  • 2
  • [ 1007578-82-6 ]
  • [ 124289-21-0 ]
YieldReaction ConditionsOperation in experiment
52% With phosphorus pentoxide; In chloroform; for 48h;Reflux; Example 45 3-Bromo-5-methylbenzonitrile Phosphorous pentoxide (29.8 g, 210.2 mmol) was added to a suspension of 3-bromo-5-methylbenzamide (15.0 g, 70.1 mmol) in CHCl3 and the mixture was kept refluxing for 2 days (monitored by TLC). The reaction was allowed to cool to room temperature, and put into ice water under the condition of stirring. The organic layer was separated and the aqueous layer was extracted with dichloromethane (150 mL*2). The combined extracts were washed with brine, dried over NaSO4. The product, 3-bromo-5-methylbenzonitrile (7.20 g, 52%), was purified by flash column chomatography. 1H NMR (400 MHz, CDCl3) delta 7.60-7.56 (m, 2H), 7.40-7.39 (m, 1H), 2.39 (s, 3H).
52% With phosphorus pentoxide; In chloroform; for 48h;Reflux; Example 45 3-Bromo-5-methylbenzonitrile Phosphorous pentoxide (29.8 g, 210.2 mmol) was added to a suspension of 3-bromo-5-methylbenzamide (15.0 g, 70.1 mmol) in CHCl3 and the mixture was kept refluxing for 2 days (monitored by TLC). The reaction was allowed to cool to room temperature, and put into ice water under the condition of stirring. The organic layer was separated and the aqueous layer was extracted with dichloromethane (150 mL*2). The combined extracts were washed with brine, dried over NaSO4. The product, 3-bromo-5-methylbenzonitrile (7.20 g, 52%), was purified by flash column chomatography. 1H NMR (400 MHz, CDCl3) delta 7.60-7.56 (m, 2H), 7.40-7.39 (m, 1H), 2.39 (s, 3H).
52% With phosphorus pentoxide; In chloroform; for 48h;Heating; Reflux; Example 48 3-Bromo-5-methylbenzonitrile To a suspension of 3-bromo-5-methylbenzamide (15.0 g, 70.1 mmol) in CHCl3 was added phosphorous pentoxide (29.8 g, 210.2 mmol) and the mixture was kept refluxing for 2 days (monitored by TLC). The reaction was allowed to cool to room temperature, and put into the ice water under the condition of stirring. The organic layer was separated and the aqueous layer was extracted with dichloromethane (150 mL*2). The combined extracts were washed with brine, dried over NaSO4. The product, 3-bromo-5-methylbenzonitrile (7.20 g, 52%), was purified by flash column chromatography. 1H NMR (400 MHz, CDCl3): delta 7.60-7.56 (m, 2H), 7.40-7.39 (m, 1H), 2.39 (s, 3H).
52% With phosphorus pentoxide; In chloroform; for 48h;Reflux; Example 45 3-Bromo-5-methylbenzonitrilePhosphorous pentoxide (29.8 g, 210.2 mmol) was added to a suspension of 3-bromo-5- methylbenzamide (15.0 g, 70.1 mmol) in CHCl3 and the mixture was kept refluxing for 2 days (monitored by TLC). The reaction was allowed to cool to room temperature, and put into ice water under the condition of stirring. The organic layer was separated and the aqueous layer was extracted with dichloromethane (150 mL x 2). The combined extracts were washed with brine, dried over NaSOphi The product, 3-bromo-5-methylbenzonitrile (7.20 g, 52%), was purified by flash column chomatography. 1H NMR (400 MHz, CDCl3) delta 7.60-7.56 (m, 2 H), 7.40-7.39 (m, 1 H), 2.39 (s, 3 H).

 

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