Home Cart Sign in  
Chemical Structure| 59394-26-2 Chemical Structure| 59394-26-2

Structure of 59394-26-2

Chemical Structure| 59394-26-2

*Storage: {[sel_prStorage]}

*Shipping: {[sel_prShipping]}

,{[proInfo.pro_purity]}

4.5 *For Research Use Only !

{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]} Purity: {[proInfo.pro_purity]}

Change View

Size Price VIP Price

US Stock

Global Stock

In Stock
{[ item.pr_size ]} Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price, item.vip_usd) ]}

US Stock: ship in 0-1 business day
Global Stock: ship in 5-7 days

  • {[ item.pr_size ]}

In Stock

- +

Please Login or Create an Account to: See VIP prices and availability

US Stock: ship in 0-1 business day
Global Stock: ship in 2 weeks

  • 1-2 Day Shipping
  • High Quality
  • Technical Support
Product Citations

Alternative Products

Product Details of [ 59394-26-2 ]

CAS No. :59394-26-2
Formula : C10H6ClNO
M.W : 191.61
SMILES Code : O=CC1=NC2=CC=C(Cl)C=C2C=C1
MDL No. :MFCD06824184

Safety of [ 59394-26-2 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302
Precautionary Statements:P280-P305+P351+P338

Application In Synthesis of [ 59394-26-2 ]

* 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 [ 59394-26-2 ]

[ 59394-26-2 ] Synthesis Path-Upstream   1~1

  • 1
  • [ 59394-26-2 ]
  • [ 59394-30-8 ]
YieldReaction ConditionsOperation in experiment
87% With sodium chlorite; sodium dihydrogenphosphate In 2-methyl-but-2-ene; water; <i>tert</i>-butyl alcohol at 20℃; for 4.08333 h; A solution of sodium chlorite (2.4 g) and sodium dihydrogen phosphate (2.4 g) in water (24 ml) is added, over a period of 5 minutes, to a solution of 6-chloroquinoline-2-carbaldehyde (536 mg; 2.8 mmol) in ter-butyl alcohol (56 ml) and 2-methylbut-2-ene (14 ml). The mixture obtained is stirred for 4 hours at ambient temperature. The organic solvents are evaporated off under reduced pressure and water (30 ml) is added to the residue. The precipitate obtained is filtered, washed with water and dried under vacuum in the presence of P2O5. 6-chloroquinoline-2-carboxylic acid is obtained in the form of white powder (505 mg; yield=87percent). MS/LC: m/z=208.01 (M+H) rt=8.55 min (condition 1). NMR 1H (DMSO-d6, 400 MHz) δ: 8.41-8.39 (m, 1H, arom. H); 8.20-8.11 (m, 3H, arom. H); 7.82-7.79 (m, 1H, arom. H).
75% With sodium chlorite; disodium hydrogenphosphate In water; <i>tert</i>-butyl alcohol at 20℃; for 2 h; 3.6
6-Chloroquinoline-2-carboxylic acid 11
A solution of monobasic sodium phosphate (3.87 g, 32.22 mmol) and sodium chlorite (3.87 g, 42.76 mmol) in water (39 mL) was added slowly to a solution of 6-chloroquinoline-2-carbaldehyde (852 mg, 4.45 mmol) in tert-butanol (89 mL).
The solution was stirred at room temperature for 2 h, concentrated in vacuo, diluted with water (68 mL) and ethyl acetate (50 mL), then acidified to pH 4.
The precipitate was collected by filtration to give a colorless solid (870 mg, 95percent).
The aqueous layer was extracted with ethyl acetate (5*15 mL) and the combined organic extracts washed with brine (2*15 mL), dried (Na2SO4), and concentrated in vacuo to give more colorless solid (80 mg, 7percent) giving the title compound (>99percent combined yield); mp 234-236 °C (lit.,
15
mp 227-228 °C); (Found: [M+Na+], 229.9996.
requires 229.9985); νmax (CHCl3) 3691, 3002, 1769, 1602, 1334 cm-1; δH (300 MHz; DMSO-d6) 8.53 (1H, d, J 8.5, CH), 8.25 (1H, d, J 2.4, CH), 8.18 (1H, d, J 9.0, CH), 8.15 (1H, d, J 8.5, CH) 7.87 (1H, dd, J 9.0, 2.4, CH); δC (75 MHz; DMSO-d6) 166.1 (C), 149.3 (C), 145.2 (C), 137.0 (CH), 132.9 (C), 131.8 (CH), 130.1 (CH), 129.5 (C), 126.7 (CH), 121.7 (CH).
References: [1] Patent: US2005/154039, 2005, A1, . Location in patent: Page/Page column 11.
[2] Tetrahedron, 2013, vol. 69, # 38, p. 8209 - 8215.
 

Historical Records

Technical Information

Categories