Home Cart Sign in  
Chemical Structure| 70271-77-1 Chemical Structure| 70271-77-1

Structure of 70271-77-1

Chemical Structure| 70271-77-1

*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 [ 70271-77-1 ]

CAS No. :70271-77-1
Formula : C12H10ClNO3
M.W : 251.67
SMILES Code : O=C(C1=C(O)C2=CC(Cl)=CC=C2N=C1)OCC
MDL No. :MFCD00173342
InChI Key :ABZXBXREXPKTCN-UHFFFAOYSA-N
Pubchem ID :718113

Safety of [ 70271-77-1 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P264-P270-P271-P280-P301+P312+P330-P302+P352-P304+P340+P312-P305+P351+P338-P332+P313-P337+P313-P362-P403+P233-P405-P501

Application In Synthesis of [ 70271-77-1 ]

* 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 [ 70271-77-1 ]

[ 70271-77-1 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 70271-77-1 ]
  • [ 21168-41-2 ]
YieldReaction ConditionsOperation in experiment
90% With oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane; at 35 - 40℃; for 6.5h; A mixture of ethyl-6-chloro-4-hydroxyquinoline-3-carboxylate DK-I-34-1 (85.1 g, 338.1 mmol), N,N- dimethylformamide (1.0 mL, 12.9 mmol), and dichloromethane (640 mL) was heated to 35- 40oC. Oxalyl chloride (47.2 g, 371.9 mmol) was added dropwise to the reaction mixture over 30 min. The reaction mixture was then heated for 6 h at reflux (38-40 oC). The resulting pale yellow solution was then cooled to 20-25 oC. The reaction mixture was then neutralized by slowly adding a 25% solution of potassium carbonate (75 g) in water (300 mL). The layers were then separated and the aqueous layers extracted with dichloromethane (200 mL). The combined organic layers were then washed with a 25% solution of potassium carbonate (50 g) in water (200 mL). The combined organic layers were then dried over magnesium sulfate. The solvents were then removed by evaporation on a rotovap and the product residue was slurried with hexanes (200 mL). The solid product was then filtered and washed twice with hexanes (50 mL x 2). The solid was dried to afford the product as an off- white solid DK-I-35-1 (81.9 g, 90%): 1H NMR (300 MHz, DMSO) delta 9.13 (s, 1H), 8.30 (d, J = 2.2 Hz, 1H), 8.14 (d, J = 9.0 Hz, 1H), 7.97 (dd, J = 9.0, 2.3 Hz, 1H), 4.44 (q, J = 7.1 Hz, 2H), 1.39 (t, J = 7.1 Hz, 3H); 13C NMR (75 MHz, DMSO) delta 164.01, 150.53, 147.73, 141.04, 134.30, 133.34, 132.20, 126.53, 124.37, 124.08, 62.59; HRMS m/z calculated for C12H10Cl2NO2 (M+H)+ 270.0088 found 270.10.
82.52% With trichlorophosphate; at 110℃; for 2h; 6-chloro-4-hydroxy- quinoline-3-carboxyiate (60, 2 g, 7.95 mmol) in phosphorus oxychloride (1.22 g, 7.95 mmol, 15 ml) and the reaction mixture was heated to 110C for 2 hours. The reaction mixture was cooled to room temperature and concentrated under reduced pressure. The crude product was diluted with water (20 mL) and the product was extracted with ethyl acetate (2x 100 mL). The combined organic layer was dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to yield ethyl 4,6-dichloroquinoline-3-carboxylate (61, 1 9 g, 6 56 mmol, 82.52% yield) as yellow solid LCMS (ES+): m/z 272 [M + i i |
With thionyl chloride; In water; (a) 4,6-Dichloroquinoline-3-carboxylic acid, ethyl ester A mixture of 45.2 g. of 6-chloro-4-hydroxyquinoline-3-carboxylic acid, ethyl ester (0.18 mol.) and 250 ml. of thionyl chloride is refluxed for 20 hours. The excess thionyl chloride is then removed in vacuo, the residue treated with 200 ml. of water and the ester is extracted with ether. After washing the ethereal extract twice with water, it is dried with Na2 SO4 and the solvent distilled off. The residual 4,6-dichloroquinoline-3-carboxylic acid, ethyl ester is triturated with petroleum ether (40-60), filtered and dried. Yield: 45.3 g. (93%); m.p. 87-88.
  • 2
  • [ 70271-77-1 ]
  • [ 23432-43-1 ]
YieldReaction ConditionsOperation in experiment
(b) 6-Chloro-4-hydroxyquinoline From 6-chloro-4-hydroxyquinoline-3-carboxylic acid ethyl ester, reacted in a manner similar to that described in Example 12, there was obtained the above-named compound of mp 265-268 after recrystallization from ethanol.
 

Historical Records

Technical Information

Categories

Related Functional Groups of
[ 70271-77-1 ]

Chlorides

Chemical Structure| 16600-22-9

A157673 [16600-22-9]

Ethyl 7-chloro-4-hydroxyquinoline-3-carboxylate

Similarity: 0.99

Chemical Structure| 228728-86-7

A668596 [228728-86-7]

Ethyl 6-chloro-4-hydroxy-8-methylquinoline-3-carboxylate

Similarity: 0.99

Chemical Structure| 56881-09-5

A955331 [56881-09-5]

Ethyl 5-chloro-4-hydroxyquinoline-3-carboxylate

Similarity: 0.96

Chemical Structure| 140646-25-9

A911925 [140646-25-9]

Methyl 7-chloro-4-hydroxyquinoline-3-carboxylate

Similarity: 0.96

Chemical Structure| 73987-37-8

A312219 [73987-37-8]

Ethyl 8-chloro-4-hydroxyquinoline-3-carboxylate

Similarity: 0.94

Alcohols

Chemical Structure| 16600-22-9

A157673 [16600-22-9]

Ethyl 7-chloro-4-hydroxyquinoline-3-carboxylate

Similarity: 0.99

Chemical Structure| 228728-86-7

A668596 [228728-86-7]

Ethyl 6-chloro-4-hydroxy-8-methylquinoline-3-carboxylate

Similarity: 0.99

Chemical Structure| 56881-09-5

A955331 [56881-09-5]

Ethyl 5-chloro-4-hydroxyquinoline-3-carboxylate

Similarity: 0.96

Chemical Structure| 140646-25-9

A911925 [140646-25-9]

Methyl 7-chloro-4-hydroxyquinoline-3-carboxylate

Similarity: 0.96

Chemical Structure| 73987-37-8

A312219 [73987-37-8]

Ethyl 8-chloro-4-hydroxyquinoline-3-carboxylate

Similarity: 0.94

Esters

Chemical Structure| 16600-22-9

A157673 [16600-22-9]

Ethyl 7-chloro-4-hydroxyquinoline-3-carboxylate

Similarity: 0.99

Chemical Structure| 228728-86-7

A668596 [228728-86-7]

Ethyl 6-chloro-4-hydroxy-8-methylquinoline-3-carboxylate

Similarity: 0.99

Chemical Structure| 56881-09-5

A955331 [56881-09-5]

Ethyl 5-chloro-4-hydroxyquinoline-3-carboxylate

Similarity: 0.96

Chemical Structure| 140646-25-9

A911925 [140646-25-9]

Methyl 7-chloro-4-hydroxyquinoline-3-carboxylate

Similarity: 0.96

Chemical Structure| 73987-37-8

A312219 [73987-37-8]

Ethyl 8-chloro-4-hydroxyquinoline-3-carboxylate

Similarity: 0.94

Related Parent Nucleus of
[ 70271-77-1 ]

Quinolines

Chemical Structure| 16600-22-9

A157673 [16600-22-9]

Ethyl 7-chloro-4-hydroxyquinoline-3-carboxylate

Similarity: 0.99

Chemical Structure| 228728-86-7

A668596 [228728-86-7]

Ethyl 6-chloro-4-hydroxy-8-methylquinoline-3-carboxylate

Similarity: 0.99

Chemical Structure| 56881-09-5

A955331 [56881-09-5]

Ethyl 5-chloro-4-hydroxyquinoline-3-carboxylate

Similarity: 0.96

Chemical Structure| 140646-25-9

A911925 [140646-25-9]

Methyl 7-chloro-4-hydroxyquinoline-3-carboxylate

Similarity: 0.96

Chemical Structure| 73987-37-8

A312219 [73987-37-8]

Ethyl 8-chloro-4-hydroxyquinoline-3-carboxylate

Similarity: 0.94