ChemicalBook > CAS DataBase List > Dimethyl 1H-pyrazole-3,5-dicarboxylate

Dimethyl 1H-pyrazole-3,5-dicarboxylate

Product Name
Dimethyl 1H-pyrazole-3,5-dicarboxylate
CAS No.
4077-76-3
Chemical Name
Dimethyl 1H-pyrazole-3,5-dicarboxylate
Synonyms
3,5-Dicarbomethoxypyrazole;3,5-Bis(methoxycarbonyl)pyrazole;Dimethyl 3,5-pyrazoledicarboxylate;3,5-Bis(methoxycarbonyl)-1H-pyrazole;Dimethyl 1H-pyrazol-3,5-dicarboxylate;Dimethyl 3,5-Pyrazoledicarboxylic acid;3,5-dimethyl 1H-pyrazole-3,5-dicarboxylate;Pyrazole-3,5-dicarboxylic acid dimethyl ester;1H-Pyrazole-3,5-dicarboxylic acid dimethyl ester;1H-Pyrazole-3,5-dicarboxylic acid 3,5-dimethyl ester
CBNumber
CB12500406
Molecular Formula
C7H8N2O4
Formula Weight
184.15
MOL File
4077-76-3.mol
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Dimethyl 1H-pyrazole-3,5-dicarboxylate Property

Melting point:
151-152℃
Boiling point:
344℃
Density 
1.346
Flash point:
162℃
storage temp. 
Sealed in dry,Room Temperature
form 
solid
pka
8.08±0.10(Predicted)
color 
White
InChI
InChI=1S/C7H8N2O4/c1-12-6(10)4-3-5(9-8-4)7(11)13-2/h3H,1-2H3,(H,8,9)
InChIKey
SIPQVJNEQSWAOK-UHFFFAOYSA-N
SMILES
N1C(C(OC)=O)=CC(C(OC)=O)=N1
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Safety

HazardClass 
IRRITANT
HS Code 
2933199090
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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

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

TRC
Product number
D479718
Product name
Dimethyl1H-Pyrazole-3,5-dicarboxylate
Packaging
100mg
Price
$40
Updated
2021/12/16
ChemScene
Product number
CS-W000535
Product name
Dimethyl1H-pyrazole-3,5-dicarboxylate
Purity
99.27%
Packaging
5g
Price
$40
Updated
2021/12/16
Matrix Scientific
Product number
045329
Product name
Dimethyl 1H-pyrazole-3,5-dicarboxylate
Purity
>95%
Packaging
1g
Price
$20
Updated
2021/12/16
AK Scientific
Product number
J50866
Product name
Dimethyl1H-pyrazole-3,5-dicarboxylate
Packaging
1g
Price
$20
Updated
2021/12/16
Apolloscientific
Product number
OR12087
Product name
Dimethyl1H-pyrazole-3,5-dicarboxylate
Packaging
1g
Price
$24
Updated
2021/12/16
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Dimethyl 1H-pyrazole-3,5-dicarboxylate Chemical Properties,Usage,Production

Uses

Dimethyl 1H-Pyrazole-3,5-dicarboxylate is used in preparation of substituted Dihydropyrazolopyrazinecarboxamide derivatives as EP3 receptor antagonists useful for treating diseases.

Synthesis

67-56-1

3112-31-0

4077-76-3

The general procedure for the synthesis of dimethyl 1H-pyrazole-3,5-dicarboxylate from methanol and 3,5-pyrazoledicarboxylic acid was as follows: 31.7 g (0.203 mol) of 3,5-pyrazoledicarboxylic acid was mixed with 125 mL of methanol and the mixture was saturated with gaseous HCl. The reaction mixture was heated to reflux for 3 hours and subsequently left to stand overnight at room temperature. After completion of the reaction, the precipitate was collected by filtration and washed with methanol. A final 23.5 g (63% yield) of white crystalline product with a melting point of 142-143 °C was obtained. The structure of the product was confirmed by IR spectroscopy, and the main absorption peaks were 3105 cm-1 (broad peak, NH stretching vibration), 1710 cm-1 (strong peak, C=O stretching vibration), and 1240 cm-1 (strong peak, C-O-C stretching vibration).1H NMR spectroscopic data were as follows: δ 3.82 (single peak, 6H, CH3), δ 6.36 (single peak, 1H, pyrazolyl ring 4-H), δ 14.5 (single peak, 1H, pyrazolyl ring 4-H), and δ 14.5 (single peak, 1H). 4-H), δ 14.43 (single peak, 1H, NH).

References

[1] Journal of Medicinal Chemistry, 1997, vol. 40, # 12, p. 1779 - 1788
[2] Journal of Organic Chemistry, 1999, vol. 64, # 21, p. 7751 - 7755
[3] Asian Journal of Chemistry, 2015, vol. 27, # 7, p. 2545 - 2547
[4] Russian Journal of Organic Chemistry, 2016, vol. 52, # 9, p. 1322 - 1325
[5] Zh. Org. Khim., 2016, vol. 52, # 9, p. 1334 - 1337,4

Dimethyl 1H-pyrazole-3,5-dicarboxylate Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Dimethyl 1H-pyrazole-3,5-dicarboxylate manufacturers

Shaanxi Dideu Medichem Co. Ltd
Product
3,5-Bis(methoxycarbonyl)pyrazole 4077-76-3
Price
US $30.00-20.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
200000KG
Release date
2024-07-31
Career Henan Chemical Co
Product
Dimethyl 1H-pyrazole-3,5-dicarboxylate 4077-76-3
Price
US $1.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
100KG
Release date
2019-09-18

4077-76-3, Dimethyl 1H-pyrazole-3,5-dicarboxylateRelated Search:

1H-PYRAZOLE-3-CARBONITRILE DIETHYL 3,5-PYRAZOLEDICARBOXYLATE Pyrazole-3-boronic acid Methyl Pyrazole-3-carboxylate 4-CYANOPYRAZOLE 5-Pyrazolecarboxylic acid 3-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE)-PYRAZOLE Pyrazole

  • 3,5-Bis(methoxycarbonyl)pyrazole
  • 3,5-Dicarbomethoxypyrazole
  • Dimethyl 3,5-pyrazoledicarboxylate
  • Pyrazole-3,5-dicarboxylic acid dimethyl ester
  • 3,5-Bis(methoxycarbonyl)-1H-pyrazole
  • Dimethyl 1H-pyrazol-3,5-dicarboxylate
  • 1H-Pyrazole-3,5-dicarboxylic acid 3,5-dimethyl ester
  • 1H-Pyrazole-3,5-dicarboxylic acid dimethyl ester
  • 3,5-dimethyl 1H-pyrazole-3,5-dicarboxylate
  • Dimethyl 3,5-Pyrazoledicarboxylic acid
  • 4077-76-3