ChemicalBook > CAS DataBase List > ETHYL 4-CHLORO-2-QUINAZOLINECARBOXYLATE

ETHYL 4-CHLORO-2-QUINAZOLINECARBOXYLATE

Product Name
ETHYL 4-CHLORO-2-QUINAZOLINECARBOXYLATE
CAS No.
34632-69-4
Chemical Name
ETHYL 4-CHLORO-2-QUINAZOLINECARBOXYLATE
Synonyms
4-Chloro-2-(ethoxycarbonyl)quinazoline;Ethyl 4-chloro-quinazolin-2-carboxylate;Ethyl 4-chloroquinazoline-2-carboxylate;ETHYL 4-CHLORO-2-QUINAZOLINECARBOXYLATE;2-Quinazolinecarboxylic acid, 4-chloro-, ethyl ester;4-chloro-2-Quinazolinecarboxylic acid ethyl ester (9CI ACI);2-Quinazolinecarboxylic acid, 4-chloro-, ethyl ester (9CI, ACI)
CBNumber
CB1405169
Molecular Formula
C11H9ClN2O2
Formula Weight
236.65
MOL File
34632-69-4.mol
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ETHYL 4-CHLORO-2-QUINAZOLINECARBOXYLATE Property

Melting point:
100-101°C
Boiling point:
391.3±34.0 °C(Predicted)
Density 
1.341±0.06 g/cm3(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
form 
solid
pka
-0.74±0.30(Predicted)
Appearance
White to yellow Solid
InChI
InChI=1S/C11H9ClN2O2/c1-2-16-11(15)10-13-8-6-4-3-5-7(8)9(12)14-10/h3-6H,2H2,1H3
InChIKey
ZMAJSODACDWUAS-UHFFFAOYSA-N
SMILES
N1=C2C(C=CC=C2)=C(Cl)N=C1C(OCC)=O
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Safety

Hazard Codes 
Xi,Xn
Risk Statements 
22
HazardClass 
IRRITANT
HS Code 
2933599590
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
BBO000658
Product name
Ethyl 4-chloroquinazoline-2-carboxylate
Packaging
1 g
Price
$259
Updated
2025/07/31
TRC
Product number
E901790
Product name
Ethyl4-Chloroquinazoline-2-carboxylate
Packaging
1g
Price
$150
Updated
2021/12/16
Matrix Scientific
Product number
048110
Product name
Ethyl 4-chloro-2-quinazolinecarboxylate
Purity
>95%
Packaging
1g
Price
$454
Updated
2021/12/16
SynQuest Laboratories
Product number
4H23-5-W6
Product name
Ethyl 4-chloroquinazoline-2-carboxylate
Packaging
1g
Price
$360
Updated
2021/12/16
Matrix Scientific
Product number
048110
Product name
Ethyl 4-chloro-2-quinazolinecarboxylate
Purity
>95%
Packaging
500mg
Price
$362
Updated
2021/12/16
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ETHYL 4-CHLORO-2-QUINAZOLINECARBOXYLATE Chemical Properties,Usage,Production

Uses

Ethyl 4-Chloroquinazoline-2-carboxylate is a reactant used in the synthesis and evaluation of novel quinazoline-based anti-inflammatory agents acting as PDE4B inhibitors.

Synthesis

29113-33-5

34632-69-4

General procedure for the synthesis of ethyl 4-chloroquinazoline-2-carboxylate from ethyl 4-quinazolinone-2-carboxylate: To a suspension of ethyl 4-quinazolinone-2-carboxylate (1.2 g, 5.5 mmol) in chloroform (20 mL) was added sequentially N,N-dimethylformamide (6 drops) and thionyl chloride (4.8 mL, 66 mmol). The reaction mixture was heated to reflux for 4.5 hours. After completion of the reaction, it was cooled to room temperature and concentrated under reduced pressure to remove the solvent. Ice water was added to the residue and a white solid precipitated. The solid product was collected by filtration, washed with cold water and dried to afford ethyl 4-chloroquinazoline-2-carboxylate (1.26 g, 97% yield). The product was confirmed by 1H NMR (400 MHz, CDCl3): δ 8.38 (dd, J = 0.74 Hz, 8.34 Hz, 1H), 8.31 (d, J = 8.48 Hz, 1H), 8.07 (m, 1H), 7.87 (m, 1H), 4.61 (q, J = 7.12 Hz, 2H), 1.50 (t, J = 7.14 Hz, 3H).IR spectra (diamond cell, cm-1 ) showed characteristic absorption peaks: νmax 1731.3, 1549.8, 1479.8, 1338.4, 1179.4, 913.0, 764.3, 693.9.Melting point is 86-88 °C.

References

[1] Bioorganic and Medicinal Chemistry Letters, 2013, vol. 23, # 18, p. 5045 - 5048
[2] Bioorganic and Medicinal Chemistry, 2015, vol. 23, # 8, p. 1701 - 1715
[3] Patent: WO2004/14844, 2004, A2. Location in patent: Page 187-188
[4] Chemical and Pharmaceutical Bulletin, 2015, vol. 63, # 2, p. 102 - 116

ETHYL 4-CHLORO-2-QUINAZOLINECARBOXYLATE Preparation Products And Raw materials

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Preparation Products

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View Lastest Price from ETHYL 4-CHLORO-2-QUINAZOLINECARBOXYLATE manufacturers

Career Henan Chemical Co
Product
ETHYL 4-CHLORO-2-QUINAZOLINECARBOXYLATE 34632-69-4
Price
US $1.00/g
Min. Order
1g
Purity
99%
Supply Ability
1000KGS
Release date
2020-01-14

34632-69-4, ETHYL 4-CHLORO-2-QUINAZOLINECARBOXYLATERelated Search:


  • 4-Chloro-2-(ethoxycarbonyl)quinazoline
  • ETHYL 4-CHLORO-2-QUINAZOLINECARBOXYLATE
  • Ethyl 4-chloroquinazoline-2-carboxylate
  • 2-Quinazolinecarboxylic acid, 4-chloro-, ethyl ester
  • 2-Quinazolinecarboxylic acid, 4-chloro-, ethyl ester (9CI, ACI)
  • 4-chloro-2-Quinazolinecarboxylic acid ethyl ester (9CI ACI)
  • Ethyl 4-chloro-quinazolin-2-carboxylate
  • 34632-69-4
  • CHIRAL CHEMICALS