2,3-Pyrazinecarboxylic anhydride supplier

Name
2,3-Pyrazinecarboxylic anhydride
EINECS 225-260-4
CAS No. 4744-50-7
Article Data15
CAS DataBase
Density 1.686 g/cm³
Solubility
Melting Point 210 °C (dec.)(lit.)
Formula C₆H₂N₂O₃
Boiling Point 357.3 °C at 760 mmHg
Molecular Weight 150.093
Flash Point 169.9 °C
Transport Information
Appearance white of off-white power
Safety 26-36
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms 2,3-Pyrazinedicarboxylicanhydride (6CI,7CI,8CI);2,3-Pyrazinedicarboxylic acid anhydride;Furano[3,4-b]pyrazine-5,7-dione;
PSA 69.15000
LogP -0.21280

Synthetic route

: 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

: 108-24-7
acetic anhydride

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

Conditions

Conditions	Yield
for 1h; Reflux;	70%

: 91-19-0
2,3-diethynylquinoxaline

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

Conditions

Conditions	Yield
(i) KMnO4, (ii) Ac2O; Multistep reaction;

: 67-56-1
methanol

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

: 73763-86-7
3-[(methyloxy)carbonyl]-2-pyrazinecarboxylic acid

Conditions

Conditions	Yield
for 12h; Ambient temperature;	100%
at 20℃; for 72h;	75%

: 60-35-5
acetamide

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

: 135742-53-9
N-acetylpyrazine-2-carboxamide

Conditions

Conditions	Yield
for 4h; Reflux;	100%

: 1072-98-6
5-chloro-2-pyridylamine

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

: 43200-83-5
3-((5-chloropyridin-2-yl)carbamoyl)pyrazine-2-carboxylic acid

Conditions

Conditions	Yield
In tetrahydrofuran at 20℃; for 1h;	99%
In tetrahydrofuran at 20℃; for 1h;	99%
In dichloromethane at 5 - 20℃; for 3.5h; Product distribution / selectivity;
Stage #1: 5-chloro-2-pyridylamine; 2,3-pyrazinedicarboxylic anhydride In toluene at 20 - 52℃; for 2.5h; Stage #2: With hydrogenchloride In water at 10 - 15℃; for 1h;

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

: 265332-93-2
4-amino-2,5-dimethoxy-N-phenylbenzamide

: 1454692-94-4
N-(2,5-dimethoxy-4-(phenylcarbamoyl)phenyl)pyrazine-2-carboxamide

Conditions

Conditions	Yield
In toluene for 12h; Inert atmosphere; Reflux;	99%

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

: 768-94-5
1-Adamantanamine

: 405081-00-7
N-((3s,5s,7s)-adamantan-1-yl)pyrazine-2-carboxamide

Conditions

Conditions	Yield
In toluene for 12h; Inert atmosphere; Reflux;	99%

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

: 62-53-3
aniline

: 34067-83-9
N-(phenyl)pyrazine-2-carboxamide

Conditions

Conditions	Yield
In toluene for 12h; Inert atmosphere; Reflux;	99%

: 61-54-1
tryptamine

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

: 733761-59-6
C16H14N4O3

Conditions

Conditions	Yield
In dichloromethane at 20℃; for 18h;	98%

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

: 17609-47-1
L-Valine ethyl ester hydrochloride

: 1454692-95-5
(S)-ethyl 3-methyl-2-(pyrazine-2-carboxamido)butanoate

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In toluene for 12h; Inert atmosphere; Reflux;	98%

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

: 104-94-9
4-methoxy-aniline

: 3-[(4-methoxyphenyl)carbamoyl]pyrazine-2-carboxylic acid

Conditions

Conditions	Yield
Stage #1: 2,3-pyrazinedicarboxylic anhydride; 4-methoxy-aniline In tetrahydrofuran at 20℃; for 1h; Stage #2: With sodium hydrogencarbonate In tetrahydrofuran; water pH=6;	98%

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

: 589-16-2
4-aminoethylbenzene

: 3-[(4-ethylphenyl)carbamoyl]pyrazine-2-carboxylic acid

Conditions

Conditions	Yield
Stage #1: 2,3-pyrazinedicarboxylic anhydride; 4-aminoethylbenzene In tetrahydrofuran at 20℃; for 1h; Stage #2: With sodium hydrogencarbonate In tetrahydrofuran; water pH=6;	98%

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

: 106-47-8
4-chloro-aniline

: 3-((4-chlorophenyl)carbamoyl)pyrazine-2-carboxylic acid

Conditions

Conditions	Yield
Stage #1: 2,3-pyrazinedicarboxylic anhydride; 4-chloro-aniline In tetrahydrofuran at 20℃; for 1h; Stage #2: With sodium hydrogencarbonate In tetrahydrofuran; water pH=6;	98%

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

: 64-04-0
phenethylamine

: C6H2N2O2NCH2CH2C6H5

Conditions

Conditions	Yield
With triethylamine; 3-diphenyloxyphosphinyl-2-oxazolidinone In acetonitrile at 40℃; for 0.25h;	97%

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

: 95-85-2
2-hydroxy-5-chloro-aniline

: 3-[(5-chloro-2-hydroxyphenyl)carbamoyl]pyrazine-2-carboxylic acid

Conditions

Conditions	Yield
Stage #1: 2,3-pyrazinedicarboxylic anhydride; 2-hydroxy-5-chloro-aniline In tetrahydrofuran at 20℃; for 1h; Stage #2: With sodium hydrogencarbonate In tetrahydrofuran; water pH=6;	97%

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

: 98-16-8
3-trifluoromethylaniline

: 3-{[3-(trifluoromethyl)phenyl]carbamoyl}pyrazine-2-carboxylic acid

Conditions

Conditions	Yield
Stage #1: 2,3-pyrazinedicarboxylic anhydride; 3-trifluoromethylaniline In tetrahydrofuran at 20℃; for 1h; Stage #2: With sodium hydrogencarbonate In tetrahydrofuran; water pH=6;	97%

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

: 100-46-9
benzylamine

: 6-benzyl-5H-pyrrolo[3,4-b]pyrazine-5,7(6H)-dione

Conditions

Conditions	Yield
With triethylamine; 3-diphenyloxyphosphinyl-2-oxazolidinone In acetonitrile at 40℃; for 0.25h;	96%
In acetic acid for 3h; Reflux;	90%

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

: 75-04-7
ethylamine

: 28769-74-6
6-ethyl-pyrrolo[3,4-b]pyrazine-5,7-dione

Conditions

Conditions	Yield
With triethylamine; 3-diphenyloxyphosphinyl-2-oxazolidinone In acetonitrile at 40℃; for 0.333333h;	96%

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

: 132-32-1
9-ethyl-9H-carbazol-3-ylamine

: 3-((9-ethyl-9H-carbazol-3-yl)carbamoyl)pyrazine-2-carboxylic acid

Conditions

Conditions	Yield
In tetrahydrofuran at 20℃; for 16h; Inert atmosphere;	96%
In tetrahydrofuran at 20℃;	96%

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

: 74688-61-2
ammonium 3-carbamoylpyrazine-2-carboxylate

Conditions

Conditions	Yield
With ammonia In tetrahydrofuran for 0.166667h; Ambient temperature;	95%

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

: 5763-61-1
3,4-dimethoxybenzylamine

: C6H2N2O2NCH2C6H3(OCH3)2

Conditions

Conditions	Yield
With triethylamine; 3-diphenyloxyphosphinyl-2-oxazolidinone In acetonitrile at 40℃; for 0.333333h;	95%

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

: 134-32-7
1-amino-naphthalene

: 320582-41-0
N-(1-naphthalen-1-yl)pyrazine-2-carboxamide

Conditions

Conditions	Yield
In toluene for 12h; Inert atmosphere; Reflux;	95%

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

: 95-55-6
2-amino-phenol

: 3-[(2-hydroxyphenyl)carbamoyl]pyrazine-2-carboxylic acid

Conditions

Conditions	Yield
Stage #1: 2,3-pyrazinedicarboxylic anhydride; 2-amino-phenol In tetrahydrofuran at 20℃; for 1h; Stage #2: With sodium hydrogencarbonate In tetrahydrofuran; water pH=6;	95%

: 141-84-4
2-thioxo-4-thiazolidinone

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

: 79677-23-9
7-[4-Oxo-2-thioxo-thiazolidin-(5Z)-ylidene]-7H-furo[3,4-b]pyrazin-5-one

Conditions

Conditions	Yield
With acetic anhydride; triethylamine for 1h; Ambient temperature;	94%

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

: 2393-23-9
4-methoxy-benzylamine

: C6H2N2O2NCH2C6H4OCH3

Conditions

Conditions	Yield
With triethylamine; 3-diphenyloxyphosphinyl-2-oxazolidinone In acetonitrile at 40℃; for 0.333333h;	94%
With acetic acid for 4h; Reflux;

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

: 3886-69-9
(R)-1-phenyl-ethyl-amine

: C6H2N2O2NCHCH3C6H5

Conditions

Conditions	Yield
With triethylamine; 3-diphenyloxyphosphinyl-2-oxazolidinone In acetonitrile at 40℃; for 0.5h;	94%

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

: 367-25-9
2,4-difluorophenylamine

: 3-[(2,4-difluorophenyl)carbamoyl]pyrazine-2-carboxylic acid

Conditions

Conditions	Yield
Stage #1: 2,3-pyrazinedicarboxylic anhydride; 2,4-difluorophenylamine In tetrahydrofuran at 20℃; for 1h; Stage #2: With sodium hydrogencarbonate In tetrahydrofuran; water pH=6;	94%

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

: 2627-86-3
(S)-1-phenyl-ethylamine

: C6H2N2O2NCHCH3C6H5

Conditions

Conditions	Yield
With triethylamine; 3-diphenyloxyphosphinyl-2-oxazolidinone In acetonitrile at 40℃; for 0.5h;	93%

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

: 33228-44-3
4-pentylaniline

: C6H2N2O2NC6H4(CH2)4CH3

Conditions

Conditions	Yield
With triethylamine; 3-diphenyloxyphosphinyl-2-oxazolidinone In acetonitrile at 40℃; for 0.25h;	93%

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

: 104-86-9
4-chlorobenzylamine

: C6H2N2O2NCH2C6H4Cl

Conditions

Conditions	Yield
With triethylamine; 3-diphenyloxyphosphinyl-2-oxazolidinone In acetonitrile at 40℃; for 0.5h;	92%

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

: 367-29-3
3-fluoro-6-methylaniline

: 3-[(5-fluoro-2-methylphenyl)carbamoyl]pyrazine-2-carboxylic acid

Conditions

Conditions	Yield
Stage #1: 2,3-pyrazinedicarboxylic anhydride; 3-fluoro-6-methylaniline In tetrahydrofuran at 20℃; for 1h; Stage #2: With sodium hydrogencarbonate In tetrahydrofuran; water pH=6;	92%

2,3-Pyrazinecarboxylic anhydride Specification

The Furo[3,4-b]pyrazine-5,7-dione, with CAS registry number 4744-50-7, belongs to the following product categories: (1)Glycinescaffold; (2)Fused Ring Systems. It has the systematic name of furo[3,4-b]pyrazine-5,7-dione. And the chemical formula of this chemical is C₆H₂N₂O₃. What's more, its EINECS is 225-260-4.

Physical properties of Furo[3,4-b]pyrazine-5,7-dione: (1)ACD/LogP: -0.90; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.9; (4)ACD/LogD (pH 7.4): -0.9; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 7.74; (8)ACD/KOC (pH 7.4): 7.74; (9)#H bond acceptors: 5; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 69.15 Å²; (13)Index of Refraction: 1.634; (14)Molar Refractivity: 31.86 cm³; (15)Molar Volume: 89 cm³; (16)Polarizability: 12.63×10^-24cm³; (17)Surface Tension: 90 dyne/cm; (18)Density: 1.686 g/cm³; (19)Flash Point: 169.9 °C; (20)Enthalpy of Vaporization: 60.26 kJ/mol; (21)Boiling Point: 357.3 °C at 760 mmHg; (22)Vapour Pressure: 2.76E-05 mmHg at 25°C.

Preparation: this chemical can be prepared by pyrazine-2,3-dicarboxylic acid. This reaction will need reagent thionyl chloride.

When you are using this chemical, please be cautious about it as the following:
The Furo[3,4-b]pyrazine-5,7-dione irritates to eyes, respiratory system and skin. When use it, wear suitable protective clothing, gloves and eye/face protection. If contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C1OC(=O)c2nccnc12
(2)InChI: InChI=1/C6H2N2O3/c9-5-3-4(6(10)11-5)8-2-1-7-3/h1-2H
(3)InChIKey: AWJWCTOOIBYHON-UHFFFAOYAK
(4)Std. InChI: InChI=1S/C6H2N2O3/c9-5-3-4(6(10)11-5)8-2-1-7-3/h1-2H
(5)Std. InChIKey: AWJWCTOOIBYHON-UHFFFAOYSA-N

Product Name

2,3-Pyrazinecarboxylic anhydride

Synthetic route

2,3-Pyrazinecarboxylic anhydride Specification

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