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ETHYL 4-HYDROXY-6-METHOXYQUINOLINE-3-CARBOXYLATE

Product Name
ETHYL 4-HYDROXY-6-METHOXYQUINOLINE-3-CARBOXYLATE
CAS No.
77156-78-6
Chemical Name
ETHYL 4-HYDROXY-6-METHOXYQUINOLINE-3-CARBOXYLATE
Synonyms
BUTTPARK 20\09-61;ETHYL 4-HYDROXY-6-METHOXYQUINOLINE-3-CARBOXYLATE;ETHYL 4-HYDROXY-6-METHOXY-3-QUINOLINECARBOXYLATE;ethyl 6-methoxy-4-oxo-1H-quinoline-3-carboxylate;ethyl 6-methoxy-4-hydroxy-3-quinoline-carboxylate;2-ethyl-6-methoxy-4-oxo-1H-quinoline-3-carboxylate;Ethyl 4-hydroxy-6-(methyloxy)-3-quinolinecarboxylate;Ethyl 6-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylate;Ethyl 1,4-dihydro-6-methoxy-4-oxoquinoline-3-carboxylate;4-Hydroxy-6-methoxy-3-quinolinecarboxylic acid ethyl ester
CBNumber
CB8100742
Molecular Formula
C13H13NO4
Formula Weight
247.25
MOL File
77156-78-6.mol
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ETHYL 4-HYDROXY-6-METHOXYQUINOLINE-3-CARBOXYLATE Property

Melting point:
280-283℃
Boiling point:
373.2±37.0 °C(Predicted)
Density 
1.277
storage temp. 
Sealed in dry,Room Temperature
pka
2.72±0.50(Predicted)
Appearance
Light brown to brown Solid
InChI
InChI=1S/C13H13NO4/c1-3-18-13(16)10-7-14-11-5-4-8(17-2)6-9(11)12(10)15/h4-7H,3H2,1-2H3,(H,14,15)
InChIKey
VNGGYIBIGOOVNP-UHFFFAOYSA-N
SMILES
N1C2C(=CC(OC)=CC=2)C(O)=C(C(OCC)=O)C=1
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Safety

Hazard Codes 
Xi
Risk Statements 
36
Safety Statements 
26
WGK Germany 
3
HS Code 
2933499090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H319Causes serious eye irritation

Precautionary statements

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
BBO000179
Product name
4-Hydroxy-6-methoxyquinoline-3-carboxylic acid ethyl ester
Purity
Aldrich
Packaging
1g
Price
$134
Updated
2023/06/20
TRC
Product number
E945470
Product name
Ethyl4-hydroxy-6-methoxyquinoline-3-carboxylate
Packaging
100mg
Price
$45
Updated
2021/12/16
TRC
Product number
E945470
Product name
Ethyl4-hydroxy-6-methoxyquinoline-3-carboxylate
Packaging
1g
Price
$75
Updated
2021/12/16
SynQuest Laboratories
Product number
4H29-1-2M
Product name
Ethyl 1,4-dihydro-6-methoxy-4-oxoquinoline-3-carboxylate
Packaging
1g
Price
$192
Updated
2021/12/16
AK Scientific
Product number
Y3306
Product name
Ethyl4-hydroxy-6-methoxyquinoline-3-carboxylate
Packaging
5g
Price
$249
Updated
2021/12/16
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ETHYL 4-HYDROXY-6-METHOXYQUINOLINE-3-CARBOXYLATE Chemical Properties,Usage,Production

Synthesis

83507-70-4

77156-78-6

A solution was prepared from diethyl 2-[(4-methoxyanilino)methylene]malonate (CAS: 83507-70-4, 71.4 g, 0.24 mol) in 150 mL of diphenyl ether. The reaction system was placed in a metal bath and slowly heated to 243 °C and maintained at this temperature for 3 hours. During the reaction, 15 mL of liquid was distilled. Upon completion of the reaction, the mixture was cooled to room temperature and subsequently dissolved by adding 250 mL of hexane. After stirring the mixture for 3 hours, a filtration operation was performed. The resulting solid was washed with hexane and dried to give ethyl 4-hydroxy-6-methoxyquinoline-3-carboxylate (25.0 g, 0.10 mol, 41% yield), the purity of which meets the requirements for direct use in subsequent reactions. The structure of the product was confirmed by 1H-NMR (CDCl3) and LC-MS: 1H-NMR (CDCl3) δ= 1.28 (t, 3H), 3.85 (s, 3H), 4.21 (q, 2H), 7.34 (dd, 1H), 7.55-7.62 (m, 2H), 8.49 (s, 1H); LC-MS: Rt = 1.17 min ; MS: m/z = 248 [M + 1]+.

References

[1] Patent: WO2006/2047, 2006, A2. Location in patent: Page/Page column 60
[2] European Journal of Medicinal Chemistry, 2015, vol. 103, p. 1 - 16
[3] Organic Process Research and Development, 2014, vol. 18, # 11, p. 1482 - 1491
[4] Tetrahedron Letters, 2017, vol. 58, # 8, p. 794 - 796
[5] Journal of the American Chemical Society, 1946, vol. 68, p. 1204,1206

ETHYL 4-HYDROXY-6-METHOXYQUINOLINE-3-CARBOXYLATE Preparation Products And Raw materials

Raw materials

Preparation Products

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ETHYL 4-HYDROXY-6-METHOXYQUINOLINE-3-CARBOXYLATE Suppliers

Achemica
Tel
--
Fax
--
Email
contact@achemica.com
Country
Switzerland
ProdList
6155
Advantage
50
Biosynth AG
Tel
--
Fax
--
Email
welcome@biosynth.ch
Country
Switzerland
ProdList
3324
Advantage
72
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View Lastest Price from ETHYL 4-HYDROXY-6-METHOXYQUINOLINE-3-CARBOXYLATE manufacturers

Career Henan Chemical Co
Product
ETHYL 4-HYDROXY-6-METHOXYQUINOLINE-3-CARBOXYLATE 77156-78-6
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
Kg/T
Release date
2019-12-19

77156-78-6, ETHYL 4-HYDROXY-6-METHOXYQUINOLINE-3-CARBOXYLATERelated Search:


  • ETHYL 4-HYDROXY-6-METHOXY-3-QUINOLINECARBOXYLATE
  • ETHYL 4-HYDROXY-6-METHOXYQUINOLINE-3-CARBOXYLATE
  • BUTTPARK 20\09-61
  • 4-HYDROXY-6-METHOXY-QUINOLINE-3-CARBOXYLIC ACID ETHYL ESTER
  • 4-Hydroxy-6-methoxy-3-quinolinecarboxylic acid ethyl ester
  • 4-keto-6-methoxy-1H-quinoline-3-carboxylic acid ethyl ester
  • ethyl 6-methoxy-4-oxo-1H-quinoline-3-carboxylate
  • Ethyl 4-hydroxy-6-(methyloxy)-3-quinolinecarboxylate
  • ethyl 6-methoxy-4-hydroxy-3-quinoline-carboxylate
  • Ethyl 1,4-dihydro-6-methoxy-4-oxoquinoline-3-carboxylate
  • Ethyl 6-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylate
  • 2-ethyl-6-methoxy-4-oxo-1H-quinoline-3-carboxylate
  • 3-Quinolinecarboxylic acid, 4-hydroxy-6-methoxy-, ethyl ester
  • ETHYL 4-HYDROXY-6-METHOXYQUINOLINE-3-CARBOXYLATE ISO 9001:2015 REACH
  • ethyl 4-hydroxy-6-methoxy-quinoline-3-carboxylate - [E87399]
  • 77156-78-6
  • blocks
  • Carboxes
  • Quinolines