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
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
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.
N-Bromosuccinimide Price
- Product number
- BBO000658
- Product name
- Ethyl 4-chloroquinazoline-2-carboxylate
- Packaging
- 1 g
- Price
- $259
- Updated
- 2025/07/31
- Product number
- E901790
- Product name
- Ethyl4-Chloroquinazoline-2-carboxylate
- Packaging
- 1g
- Price
- $150
- Updated
- 2021/12/16
- Product number
- 048110
- Product name
- Ethyl 4-chloro-2-quinazolinecarboxylate
- Purity
- >95%
- Packaging
- 1g
- Price
- $454
- Updated
- 2021/12/16
- Product number
- 4H23-5-W6
- Product name
- Ethyl 4-chloroquinazoline-2-carboxylate
- Packaging
- 1g
- Price
- $360
- Updated
- 2021/12/16
- Product number
- 048110
- Product name
- Ethyl 4-chloro-2-quinazolinecarboxylate
- Purity
- >95%
- Packaging
- 500mg
- Price
- $362
- Updated
- 2021/12/16
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
Raw materials
Preparation Products
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View Lastest Price from ETHYL 4-CHLORO-2-QUINAZOLINECARBOXYLATE manufacturers
- 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