29976-20-3|3,5-Dibromo-2,4-dimethylpyridine| Ambeed

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Quality Control of [ 29976-20-3 ] Purity: 98% SDS Specification

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Product Details of [ 29976-20-3 ]

CAS No. :	29976-20-3
Formula :	C₇H₇Br₂N
M.W :	264.95
SMILES Code :	CC1=NC=C(Br)C(C)=C1Br
MDL No. :	MFCD21337919
InChI Key :	PMSXUNNEIVSIBR-UHFFFAOYSA-N
Pubchem ID :	14003065

Safety of [ 29976-20-3 ]

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H302-H315-H319-H335
Precautionary Statements:	P261-P305+P351+P338

Application In Synthesis of [ 29976-20-3 ]

* 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 [ 29976-20-3 ]

[ 29976-20-3 ] Synthesis Path-Downstream 1~19

1
[ 108-47-4 ]
[ 27063-92-9 ]
[ 29976-20-3 ]
[ 27063-93-0 ]

Yield	Reaction Conditions	Operation in experiment
22%; 12%; 35%		Bromination of 2,4-lutidineTo 2,4-lutidine (5.39 mL, 46.7 mmol, 1 eq.) was added oleum (50 mL, containing 20percent free SO3) carefully under stirring at 0 0C. The reaction flask was fitted with a high-efficiency reflux condenser and heated to 165 °C in an oil bath. Bromine (4.3O mL, 83.4 mmol, 0.9 eq.) was added in portions of 0.5 mL over 5 h, and stirring was continued at 155-175 °C for 20 h. The solution was cooled to room temperature, poured on crushed ice (200 g) and stirred for 1 h. The resulting orange solution was neutralised by careful addition of solid Na2CO3, diluted with water and extracted with EtOAc (2 x 250 mL). The combined organic layers were dried (Na2SO4) and concentrated in vacuo. The crude residue was purified by automated flash column chromatography (Biotage KP-Sil.(TM). SNAP 340 g cartridge, 0-15percent EtOAc/hexane) and dried in vacuo to furnish bromolutidines 8, 9 and 10.3,5-Dibromo-2,4-dimethylpyridine 8White solid (1.48 g, 12percent); mp 28-30 °C; 1H NMR deltaH (400 MHz; CDCl3) 2.54 (s, 3H, CH3), 2.61 (s, 3Eta, CH3), 8.41 (s, 1Eta, pyHortho); 13C NMR deltac (100 MHz; CDCl3) 23.8 (CH3), 25.7 (CH3), 120.3 (ArQ, 124.4 (ArQ, 146.4 (ArQ, 148.5 (ArCH), 156.5 (ArQ; IR vmax (filmVcm"1 3045, 2998, 2956, 2921, 1558, 1433, 1376, 1349, 1232, 1049, 993, 928, 783; HRMS (ESI+) for C7H8Br2N requires 263.9018, found (M+H+) 263.9027;5-Bromo-2,4-dimethylpyridine 9Colourless oil (1.89 g, 22percent); 1K NMR deltaH (400 MHz; CDCl3) 2.32 (s, 3H, CH3), 2.44 (s, 3Eta, CH3), 7.00 (s, 1Eta, pyHortho), 8.47 (s, 1Eta, pyHmeta); 13C NMR deltac (100 MHz; CDCl3) 22.1 (CH3), 23.6 (CH3), 120.4 (ArQ, 125.5 (ArCH), 146.7 (ArQ, 150.5 (ArCH), 157.0 (ArQ; IR vmax (filmycm"1 2985, 2957, 2924, 2854, 1592, 1461, 1377, 1353, 1289, 1177, 1032; HRMS (ESI+) for C7H9BrN requires 185.9913, found (M+H+) 185.9918;3-Bromo-2,4-dimethyIpyridine 10Colourless oil (3.04 g, 35percent); 1U NMR deltaH (400 MHz; CDCl3) 2.33 (s, 3H, CH3), 2.61 (s, 3Eta, CH3), 6.91 (d, J=5.0 Hz, IH, pyHmeta), 8.18 (d, J=5.0 Hz, IH, pyHortho); 13C NMR deltac (100 MHz; CDCl3) 23.2 (CH3), 25.7 (CH3), 123.4 (ArCH), 124.3 (ArQ, 146.7 (ArCH), 147.3 (ArQ, 157.4 (ArQ; IR vmax (filn^/cm-1 3050, 2995, 2958, 2922, 1585, 1437, 1389, 1123, 1024, 916, 825; HRMS (ESI+) for C7H9BrN requires 185.9913, found (M+H+) 185.9917;

References: [1]Zeitschrift fur Chemie,1988,vol. 28,p. 59 - 60.
[2]Zeitschrift fur Chemie,1988,vol. 28,p. 59 - 60.
[3]Patent: WO2010/43866,2010,A2 .Location in patent: Page/Page column 48; 87-88.
[4]Organic and Biomolecular Chemistry,2011,vol. 9,p. 127 - 135.

3
[ 29976-20-3 ]
[ 5720-07-0 ]
2,4-dimethyl-3,5-bis(4-methoxyphenyl)pyridine [ No CAS ]