2,3-Pyrazinedicarboxylic acid supplier

Name
2,3-Pyrazinedicarboxylic acid
EINECS 201-875-3
CAS No. 89-01-0
Article Data24
CAS DataBase
Density 1.665 g/cm³
Solubility soluble in water
Melting Point 185-188 °C
Formula C₆H₄N₂O₄
Boiling Point 449.1 °C at 760 mmHg
Molecular Weight 168.109
Flash Point 225.4 °C
Transport Information
Appearance white to pale brown crystalline powder
Safety 22-24/25-45-36/37/39-26-16
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols F, C
Synonyms 2,3-Dicarboxypyrazine;NSC 1908;
PSA 100.38000
LogP -0.12700

Synthetic route

: 46150-15-6
pyrazine-2,3-dicarboxylatocopper(II)

: 89-01-0
2,3-dicarboxypyrazine

Conditions

Conditions	Yield
With water; sodium hydroxide at 90℃; for 2h;	73%

: 91-19-0
2,3-diethynylquinoxaline

: 89-01-0
2,3-dicarboxypyrazine

Conditions

Conditions	Yield
With potassium permanganate In water at 95℃;	71%
With potassium hydroxide; potassium permanganate
With water; permanganate(VII) ion

: 921-52-8
2,3-Diaminosuccinic acid

: 131543-46-9
Glyoxal

: 89-01-0
2,3-dicarboxypyrazine

Conditions

Conditions	Yield
With sodium hydroxide In methanol 1) 50 deg C, 30 min, 2) relux, 3h;	70%

polymer-bound 2,3-pyrazinedicarboxylic acid (19): polymer-bound 2,3-pyrazinedicarboxylic acid (19)

: 89-01-0
2,3-dicarboxypyrazine

Conditions

Conditions	Yield
With potassium hydroxide In 1,4-dioxane; water for 48h; Heating;	56.3%

: 13481-25-9
pyrazine-2,3-dicarbonitrile

: 89-01-0
2,3-dicarboxypyrazine

Conditions

Conditions	Yield
With potassium hydroxide; dihydrogen peroxide	40.3%
beim Verseifen;
With sodium peroxide
Multi-step reaction with 2 steps 1: methanol / 20 °C 2: water / Reflux View Scheme
Multi-step reaction with 5 steps 1: K3Na[Mo(CN)4O2]·6H2O / ethanol; water / 39.84 °C / pH 8.5 2: K3Na[Mo(CN)4O2]·6H2O / ethanol; water / 39.84 °C / pH 8.5 3: K3Na[Mo(CN)4O2]·6H2O / ethanol; water / 39.84 °C / pH 8.5 4: K3Na[Mo(CN)4O2]·6H2O / ethanol; water / 39.84 °C / pH 8.5 5: K3Na[Mo(CN)4O2]·6H2O / ethanol; water / 39.84 °C / pH 8.5 View Scheme

: 4744-50-7
2,3-pyrazinedicarboxylic anhydride

: 7732-18-5
water

: 89-01-0
2,3-dicarboxypyrazine

: 91-19-0
2,3-diethynylquinoxaline

potassium permanganate: potassium permanganate

alkali: alkali

: 89-01-0
2,3-dicarboxypyrazine

...Expand

: 66505-29-1
3-cyanopyrazine-2-carboxamide

: 89-01-0
2,3-dicarboxypyrazine

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: K3Na[Mo(CN)4O2]·6H2O / ethanol; water / 39.84 °C / pH 8.5 2: K3Na[Mo(CN)4O2]·6H2O / ethanol; water / 39.84 °C / pH 8.5 3: K3Na[Mo(CN)4O2]·6H2O / ethanol; water / 39.84 °C / pH 8.5 4: K3Na[Mo(CN)4O2]·6H2O / ethanol; water / 39.84 °C / pH 8.5 View Scheme

: 70546-26-8
3-cyanopyrazine-2-carboxylic acid

: 89-01-0
2,3-dicarboxypyrazine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: K3Na[Mo(CN)4O2]·6H2O / ethanol; water / 39.84 °C / pH 8.5 2: K3Na[Mo(CN)4O2]·6H2O / ethanol; water / 39.84 °C / pH 8.5 3: K3Na[Mo(CN)4O2]·6H2O / ethanol; water / 39.84 °C / pH 8.5 View Scheme

: 67367-37-7
3-amidecarbonylpyrazine-2-carboxylic acid

: 89-01-0
2,3-dicarboxypyrazine

Conditions

Conditions	Yield
With K3Na[Mo(CN)4O2]·6H2O In ethanol; water at 39.84℃; pH=8.5;

: 5,5-dimethoxy-5H-pyrrolo[3,4-b]pyrazin-7-ylamine

: 89-01-0
2,3-dicarboxypyrazine

Conditions

Conditions	Yield
With water Reflux;

: 6164-78-9
pyrazine-2,3-dicarboxamide

: 89-01-0
2,3-dicarboxypyrazine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: K3Na[Mo(CN)4O2]·6H2O / ethanol; water / 39.84 °C / pH 8.5 2: K3Na[Mo(CN)4O2]·6H2O / ethanol; water / 39.84 °C / pH 8.5 View Scheme

: 67-56-1
methanol

: 89-01-0
2,3-dicarboxypyrazine

: 6164-77-8
pyrazine-2,3-dicarboxylic acid dimethyl ester

Conditions

Conditions	Yield
With hydrogenchloride In isopropyl alcohol for 24h; Heating;	100%
hydrogenchloride In water for 16h; pH=2; Heating / reflux;	100%
With thionyl chloride for 5h; Heating;	91%

: 89-01-0
2,3-dicarboxypyrazine

: 52304-61-7
2,3-Pyrazindicarbonsaeure-dichlorid

Conditions

Conditions	Yield
With thionyl chloride; N,N-dimethyl-formamide for 5h; Reflux;	100%
With thionyl chloride; N,N-dimethyl-formamide for 5h; Reflux;	100%
With phosphorus pentachloride at 180℃; for 2h;	29%
With thionyl chloride for 18h; Reflux;
With thionyl chloride In N,N-dimethyl-formamide for 5h; Reflux;

: 7647-01-0
hydrogenchloride

: 89-01-0
2,3-dicarboxypyrazine

: 7732-18-5
water

: lead(II) oxide

: Pb2Cl2(Hpzdc)2(H2O)2

Conditions

Conditions	Yield
With piperazine at 60℃;	100%

...Expand

: 3731-53-1
4-(aminomethyl)pyridine

: 89-01-0
2,3-dicarboxypyrazine

: 1146213-60-6
C12H8N4O2

Conditions

Conditions	Yield
for 0.0333333h; Microwave irradiation;	98%

: cobalt(II) nitrate hexahydrate

: 89-01-0
2,3-dicarboxypyrazine

: 7732-18-5
water

: 7803-57-8
hydrazine hydrate

: cobalt(II) 2,3-pyrazinedicarboxylate hydrazinate trihydrate

Conditions

Conditions	Yield
In water hot soln. of metal nitrate added to hot soln. of carboxylic acid and hydrazine hydrate with stirring; pptd. after 1 h, digested for 1 h, isolated, washed with water-alcohol, diethyl ether, dried under vac., elem. anal., powder XRD;	97%

...Expand

: 89-01-0
2,3-dicarboxypyrazine

: 1304-76-3
bismuth(III) oxide

: {Bi(pz-2-(COO)-3-(COO))2}(OH)

Conditions

Conditions	Yield
In water soln. of the acid in H2O added to a suspn. of Bi2O3 in H2O, reflux, 48 h, until total consumption of the acid, mixt. cooled to room temp.; filtered, ppt. washed with H2O and EtOH, dried (vac.); elem. anal.;	96%

: 27757-85-3
2-Aminomethylthiophene

: 89-01-0
2,3-dicarboxypyrazine

: 1146213-61-7
C11H7N3O2S

Conditions

Conditions	Yield
for 0.05h; Microwave irradiation;	96%

: 3731-51-9
(2-aminomethylpyridine)

: 89-01-0
2,3-dicarboxypyrazine

: 1146213-59-3
C12H8N4O2

Conditions

Conditions	Yield
for 0.0333333h; Microwave irradiation;	96%

: 290-37-9
1,4-pyrazine

: copper(I) nitrate trihydrate

: 89-01-0
2,3-dicarboxypyrazine

: [Cu2(2,3-pyrazinedicarboxylate)2(pyrazine)]n

Conditions

Conditions	Yield
With sodium hydroxide for 2h;	96%

...Expand

: 290-37-9
1,4-pyrazine

: copper(II) nitrate trihydrate

: 89-01-0
2,3-dicarboxypyrazine

: [Cu2(2,3-pyrazinedicarboxylate)2(pyrazine)]n

Conditions

Conditions	Yield
With sodium hydroxide In water for 2h;	96%
With sodium hydroxide In water at 25℃; for 2h;	1.32 g

...Expand

: 89-01-0
2,3-dicarboxypyrazine

: nickel(II) nitrate hydrate

: 7732-18-5
water

: 7803-57-8
hydrazine hydrate

: nickel(II) 2,3-pyrazinedicarboxylate hydrazinate trihydrate

Conditions

Conditions	Yield
In water hot soln. of metal nitrate added to hot soln. of carboxylic acid and hydrazine hydrate with stirring; pptd. after 1 h, digested for 1 h, isolated, washed with water-alcohol, diethyl ether, dried under vac., elem. anal., powder XRD;	95%

...Expand

: 89-01-0
2,3-dicarboxypyrazine

: 694-83-7
1,2-diaminocyclohexane

: 1225211-01-7
C12H12N4O

Conditions

Conditions	Yield
for 0.0666667h; Neat (no solvent); Microwave irradiation;	95%

: 290-37-9
1,4-pyrazine

: copper(II) perchlorate hexahydrate

: 89-01-0
2,3-dicarboxypyrazine

: [Cu2(2,3-pyrazinedicarboxylate)2(pyrazine)]n

Conditions

Conditions	Yield
With sodium hydroxide In water at 20℃; for 1h; Time;	95%

...Expand

: 290-37-9
1,4-pyrazine

: 89-01-0
2,3-dicarboxypyrazine

: 20427-59-2
copper hydroxide

: [Cu2(2,3-pyrazinedicarboxylate)2(pyrazine)]n

Conditions

Conditions	Yield
With sodium hydroxide In water at 20℃; for 0.5h; pH=6.4; Time;	95%

...Expand

: 290-37-9
1,4-pyrazine

: 89-01-0
2,3-dicarboxypyrazine

: copper nitrate hemi(pentahydrate)

: [Cu2(2,3-pyrazinedicarboxylate)2(pyrazine)]n

Conditions

Conditions	Yield
With sodium hydroxide In water at 20℃; for 1h; Time;	95%

...Expand

: 89-01-0
2,3-dicarboxypyrazine

: 4744-50-7
2,3-pyrazinedicarboxylic anhydride

Conditions

Conditions	Yield
With acetic anhydride for 0.0833333h;	94%
With acetic anhydride Heating;	93%
With acetic anhydride for 0.166667h; Heating;	83%

: 89-01-0
2,3-dicarboxypyrazine

: cadmium(II) nitrate tetrhydrate

: 7803-57-8
hydrazine hydrate

: 861888-11-1
cadmium 2,3-pyrazinedicarboxylate hydrazinate

Conditions

Conditions	Yield
In water hot soln. of metal nitrate added to hot soln. of carboxylic acid and hydrazine hydrate with stirring; pptd. after few min, digested for 1 h, isolated, washed with water-alcohol, diethyl ether, dried under vac., elem. anal., powder XRD;	93%

...Expand

: 89-01-0
2,3-dicarboxypyrazine

: 7732-18-5
water

: 7789-45-9
copper(ll) bromide

: ([Cu(pyrazine-2,3-dicarboxylate)(H2O)]4*HBr)n

Conditions

Conditions	Yield
With 2-(1-aminoethylamino)ethanol or triethanolamine In methanol; water CuBr2 (0.02 mol), a ligand (0.02 mol), 2-(2-aminoethylamino)ethanol or triethanolamine (ca. 0.02 mol) were dissolved in MeOH/water (1/1); the soln. was heated at 70-80°C for 2 h with stirring under a reflux condenser; the ppt. was filtered, washed with chloroform and dried in air; elem. anal.;	93%

...Expand

: 89-01-0
2,3-dicarboxypyrazine

: zinc(II) nitrate hydrate

: 7803-57-8
hydrazine hydrate

: 861888-10-0
zinc 2,3-pyrazinedicarboxylate hydrazinate

Conditions

Conditions	Yield
In water hot soln. of metal nitrate added to hot soln. of carboxylic acid and hydrazine hydrate with stirring; pptd. after few min, digested for 1 h, isolated, washed with water-alcohol, diethyl ether, dried under vac., elem. anal., powder XRD;	92%

...Expand

: 4795-29-3
TETRAHYDROFURFURYLAMINE

: 89-01-0
2,3-dicarboxypyrazine

: 1204831-09-3
6-((tetrahydrofuran-2-yl)methyl)-6H-pyrrolo[3,4-b]pyrazine-5,7-dione

Conditions

Conditions	Yield
for 0.05h; Microwave irradiation;	92%

: 89-01-0
2,3-dicarboxypyrazine

: 765-30-0
Cyclopropylamine

: 1204831-10-6
6-cyclopropyl-6H-pyrrolo[3,4-b]pyrazine-5,7-dione

Conditions

Conditions	Yield
for 0.0333333h; Microwave irradiation;	90%

: 89-01-0
2,3-dicarboxypyrazine

: 95-54-5
1,2-diamino-benzene

: 1225211-04-0
C12H6N4O

Conditions

Conditions	Yield
for 0.0833333h; Neat (no solvent); Microwave irradiation;	90%

: 89-01-0
2,3-dicarboxypyrazine

: 109-76-2
Trimethylenediamine

: 6-(3-(5,7-dioxo-5H-pyrrolo[3,4-b]pyrazin-6(7H)-yl)propyl)-6H-pyrrolo[3,4-b]pyrazine-5,7-dione

Conditions

Conditions	Yield
at 135℃; for 0.0666667h; Microwave irradiation;	89%

: 27578-60-5
1-(2-aminoethyl)piperidine

: 89-01-0
2,3-dicarboxypyrazine

: 1089731-62-3
C13H16N4O2

Conditions

Conditions	Yield
for 0.0833333h; Microwave irradiation;	88%

: 89-01-0
2,3-dicarboxypyrazine

: 617-89-0
furan-2-ylmethanamine

: 950259-92-4
6-(furan-2-ylmethyl)-5H-pyrrolo[3,4-b]pyrazine-5,7(6H)-dione

Conditions

Conditions	Yield
for 0.0833333h; Microwave irradiation;	88%

: 89-01-0
2,3-dicarboxypyrazine

: 7732-18-5
water

: 7789-45-9
copper(ll) bromide

: ([Cu3(pyrazine-2,3-dicarboxylic acid)2(pyrazine-2,3-dicarboxylate)2(H2O)3]*2H2O)n

Conditions

Conditions	Yield
In methanol; water CuBr2 (2.3 mmol) and a ligand (3 mmol) were dissolved in MeOH/water (1/1); the soln. was heated at 70-80°C for 2 h with stirring under a reflux condenser; the ppt. was filtered, washed with chloroform and dried in air; elem. anal.;	88%

...Expand

: 5910-89-4
2,3-dimethylpyrazine

: 89-01-0
2,3-dicarboxypyrazine

: silver nitrate

: [Ag2(Hpyzdc)2(μ-dmpyz)]

Conditions

Conditions	Yield
With sodium hydroxide In water pH=7;	88%

...Expand

: 89-01-0
2,3-dicarboxypyrazine

: 107-15-3
ethylenediamine

: 134150-46-2
6-(2-(5,7-dioxo-5H-pyrrolo[3,4-b]pyrazin-6(7H)-yl)ethyl)-6H-pyrrolo[3,4-b]pyrazine-5,7-dione

Conditions

Conditions	Yield
at 135℃; for 0.0666667h; Microwave irradiation;	88%

: 89-01-0
2,3-dicarboxypyrazine

: silver nitrate

: 172043-91-3
NH4(1+)*Ag(1+)*C4H2N2(CO2)2(2-)=(NH4)[Ag(C4H2N2(CO2)2)]

Conditions

Conditions	Yield
With NH3 In ammonia aq. ammonia=NH3; molar ratio Ag:carboxylic acid=2:1, in 10% NH3; crystn. on evapn. (room temp., in dark, 3 d); elem. anal.;	87%

: 366-18-7
[2,2]bipyridinyl

: 89-01-0
2,3-dicarboxypyrazine

: 5743-04-4
cadmium(II) acetate dihydrate

: 1100056-86-7
[Cd(pyrazine-2,3-dicarboxylate)(2,2'-bipyridine)]n*nH2O

Conditions

Conditions	Yield
With NaOH In water High Pressure; stirring mixt. of cadmium compd., pyrazine deriv., bipyridine, NaOH and water in air for 1 h, heating at 160°C for 3 d; isolation of crystals, washing with water, elem. anal.;	86%

...Expand

2,3-Pyrazinedicarboxylic acid Specification

The 2,3-Pyrazinedicarboxylicacid, with the CAS registry number 89-01-0, is also known as Pyrazine-2,3-dicarboxylic acid. It belongs to the product categories of Carboxylic Acids; Pyrazines, Pyrimidines & Pyridazines; Pyrazine; Organic acids; Pyrazines; Pyrazinecarboxylic Acid & Derivatives; Carboxylic Acids; Pyrazines, Pyrimidines & Pyridazines; Heterocycles; Building Blocks;Heterocyclic Building Blocks. Its EINECS registry number is 201-875-3. This chemical's molecular formula is C₆H₄N₂O₄ and molecular weight is 168.11. Its IUPAC name is called pyrazine-2,3-dicarboxylic acid. The product can be used as an intermediate of anti-TB drugs pyrazinamide.

Physical properties of 2,3-Pyrazinedicarboxylicacid: (1)ACD/LogP: -3.20; (2)ACD/LogD (pH 5.5): -6.94; (3)ACD/LogD (pH 7.4): -7.34; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 1; (7)ACD/KOC (pH 7.4): 1; (8)#H bond acceptors: 6; (9)#H bond donors: 2; (10)#Freely Rotating Bonds: 2; (11)Index of Refraction: 1.638; (12)Molar Refractivity: 36.29 cm³; (13)Molar Volume: 100.9 cm³; (14)Surface Tension: 100.7 dyne/cm; (15)Density: 1.665 g/cm³; (16)Flash Point: 225.4 °C; (17)Enthalpy of Vaporization: 74.58 kJ/mol; (18)Boiling Point: 449.1 °C at 760 mmHg; (19)Vapour Pressure: 7.51E-09 mmHg at 25°C.

Preparation: this chemical can be prepared by benzo pyrazine. This reaction will need reagent potassium permanganate and hydrochloric acid. The yield is about 70%.

Uses of 2,3-Pyrazinedicarboxylicacid: it can be used to produce pyrazine-2,3-dicarboxylic acid dimethyl ester. This reaction will need reagent concentrated H₂SO₄.

When you are using this chemical, please be cautious about it as the following:
This chemical may catch fire in contact with air and only need brief contact with an ignition source which has a very low flash point or evolve highly flammable gases in contact with water. Besides, it may destroy living tissue on contact. It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. Whenever you will contact it, please wear suitable protective clothing, gloves and eye/face protection.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: C1=CN=C(C(=N1)C(=O)O)C(=O)O
(2)InChI: InChI=1S/C6H4N2O4/c9-5(10)3-4(6(11)12)8-2-1-7-3/h1-2H,(H,9,10)(H,11,12)
(3)InChIKey: ZUCRGHABDDWQPY-UHFFFAOYSA-N

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
rat	LDLo	oral	> 500mg/kg (500mg/kg)		National Academy of Sciences, National Research Council, Chemical-Biological Coordination Center, Review. Vol. 5, Pg. 7, 1953.

Product Name

2,3-Pyrazinedicarboxylic acid

Synthetic route

2,3-Pyrazinedicarboxylic acid Specification

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