ChemicalBook > CAS DataBase List > 6-CHLORO-2,3-DIOXO-1,2,3,4-TETRAHYDROQUINOXALINE

6-CHLORO-2,3-DIOXO-1,2,3,4-TETRAHYDROQUINOXALINE

Product Name: 6-CHLORO-2,3-DIOXO-1,2,3,4-TETRAHYDROQUINOXALINE
CAS No.: 6639-79-8
Chemical Name: 6-CHLORO-2,3-DIOXO-1,2,3,4-TETRAHYDROQUINOXALINE
Synonyms: 6-CHLOROQUINOXAZALONE;6-CHLOROQUINOXALINE-2,3-DIOL;6-Chloro-2,3-dihydroxyqunoxaline;2,3-DIHYDROXY-6-CHLOROQUINOXALINE;6-Chloro-2,3-dihydroxyquinoxaline;1-(2-chloroethoxy)-2-phenylbenzene;2,3-Dihydroxy-6-chloroquinoxaline ,97%;6-chloro-1,4-dihydro-3-quinoxalinedione;6-CHLORO-1,4-DIHYDRO-2,3-QUINOXALINEDIONE;6-chloro-1,4-dihydroquinoxaline-2,3-dione
CBNumber: CB6148463
Molecular Formula: C8H5ClN2O2
Formula Weight: 196.59
MOL File: 6639-79-8.mol

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6-CHLORO-2,3-DIOXO-1,2,3,4-TETRAHYDROQUINOXALINE Property

Melting point:: >350 °C(Solv: ethanol (64-17-5))
Density: 1.475±0.06 g/cm3(Predicted)
storage temp.: 2-8°C
pka: 9.59±0.20(Predicted)
form: Solid
Appearance: Brown to dark brown Solid
InChI: InChI=1S/C8H5ClN2O2/c9-4-1-2-5-6(3-4)11-8(13)7(12)10-5/h1-3H,(H,10,12)(H,11,13)
InChIKey: RNOLFZACEWWIHP-UHFFFAOYSA-N
SMILES: N1C2=C(C=C(Cl)C=C2)NC(=O)C1=O
EPA Substance Registry System: 2,3-Quinoxalinedione, 6-chloro-1,4-dihydro- (6639-79-8)

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Safety

Hazard Codes: Xi
Risk Statements: 36/37/38
Safety Statements: 26-36
HS Code: 29334900

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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.

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

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TRC

Product number: C385255
Product name: 6-Chloroquinoxaline-2,3-diol
Packaging: 10mg
Price: $45
Updated: 2021/12/16

TRC

Product number: C385255
Product name: 6-Chloroquinoxaline-2,3-diol
Packaging: 100mg
Price: $75
Updated: 2021/12/16

Frontier Specialty Chemicals

Product number: JK168002
Product name: 2,3-Dihydroxy-6-chloroquinoxaline
Purity: 97%
Packaging: 1g
Price: $76
Updated: 2021/12/16

Matrix Scientific

Product number: 126690
Product name: 6-Chloroquinoxaline-2,3-diol
Purity: >95%
Packaging: 1g
Price: $108
Updated: 2021/12/16

AK Scientific

Product number: Y9766
Product name: 6-Chloro-1,2,3,4-tetrahydroquinoxaline-2,3-dione
Packaging: 1g
Price: $195
Updated: 2021/12/16

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6-CHLORO-2,3-DIOXO-1,2,3,4-TETRAHYDROQUINOXALINE Chemical Properties,Usage,Production

Chemical Properties

Off-white solid

Uses

6-Chloroquinoxaline-2,3-diol can be used as glycine receptor antagonists to use as analgesics, anticonvulsants, neuroprotectants, and sedative-?hypnotics.

Synthesis

95-83-0

95-92-1

6639-79-8

Step 1: Synthesis of 6-chloroquinoxaline-2,3(1H,4H)-dione To a 100 mL round bottom flask was added 4-chloro-1,2-phenylenediamine (5.3 g, 37 mmol) and diethyl oxalate (31 mL). The reaction mixture was stirred under reflux conditions overnight. The reaction progress was monitored by thin layer chromatography (TLC, spreading agent ratio ethyl acetate/petroleum ether = 1:10). Upon completion of the reaction, the precipitate was collected by filtration, washed with ethanol (20 mL) and dried to give 7.0 g of light yellow solid product in 96% yield. The product was characterized as follows: 1H NMR (300 MHz, DMSO-d6) δ: 11.96 (br, 2H), 7.11 (m, 3H); MS m/z: 195 (M-H+).

References

[1] Journal of Medicinal Chemistry, 1990, vol. 33, # 8, p. 2240 - 2254
[2] Patent: US2010/120741, 2010, A1. Location in patent: Page/Page column 17
[3] Patent: WO2011/112731, 2011, A2. Location in patent: Page/Page column 66
[4] Journal of Organic Chemistry, 2017, vol. 82, # 19, p. 10077 - 10091
[5] Synthetic Communications, 2004, vol. 34, # 8, p. 1349 - 1357

6-CHLORO-2,3-DIOXO-1,2,3,4-TETRAHYDROQUINOXALINE Preparation Products And Raw materials

Raw materials

5-Chloro-2-nitroaniline Stannous chloride dihydrate Ethanol Diethyl oxalate Diethyl ether Sodium hydroxide

Preparation Products

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6-CHLORO-2,3-DIOXO-1,2,3,4-TETRAHYDROQUINOXALINE Suppliers

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6639-79-8, 6-CHLORO-2,3-DIOXO-1,2,3,4-TETRAHYDROQUINOXALINERelated Search:

1,2,3,4-TETRAHYDRO-QUINOXALINE 6-CHLOROQUINOXALINE 6-CHLORO-2,3-DIOXO-1,2,3,4-TETRAHYDROQUINOXALINE, 97 6-CHLORO-1-(2-([3-CHLORO-5-(TRIFLUOROMETHYL)-2-PYRIDINYL]AMINO)ETHYL)-1,4-DIHYDRO-2,3-QUINOXALINEDIONE 6-CHLORO-2,3-DIOXO-1,2,3,4-TETRAHYDROQUINOXALINE Licostinel 1-BENZYL-6-CHLORO-1,4-DIHYDROQUINOXALINE-2,3-DIONE 5,7-DICHLOROQUINOXALINE-2,3-DIOL 6,7-DICHLORO-1,4-DIHYDRO-2,3-QUINOXALINEDIONE

2,3-DIHYDROXY-6-CHLOROQUINOXALINE

6-CHLOROQUINOXALINE-2,3-DIOL

6-chloro-1,2,3,4-tetrahydroquinoxaline-2,3-dione

6-CHLORO-1,4-DIHYDRO-2,3-QUINOXALINEDIONE

6-CHLORO-2,3-DIOXO-1,2,3,4-TETRAHYDROQUINOXALINE

6-chloro-1,4-dihydro-3-quinoxalinedione

6-chloro-1,4-dihydroquinoxaline-2,3-dione

6-Chloro-2,3-dihydroxyqunoxaline

2,3-Dihydroxy-6-chloroquinoxaline ,97%

6-CHLOROQUINOXAZALONE

1-(2-chloroethoxy)-2-phenylbenzene

6-Chloro-2,3-dihydroxyquinoxaline

2,3-Quinoxalinedione, 6-chloro-1,4-dihydro-

6639-79-8