Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methylglyoxal | HCID 880 | — |
| Reactant | HCID 824610 | HCID 824610 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | 4-Nitro-1,2-phenylenediamine | HCID 5111791 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 19909256 | HCID 19909256 | — |
Reaction Steps
1 g 2-methyl-6-nitroquinoxaline synthesized by the method described in Coll. Czech. Chem. Comm. 30, 3106 (1965) from 4-nitro-1,2-diaminobenzene by reaction with methyl glyoxal was dissolved in 30 ml acetic acid. Sodium borohydride was added to this solution in small portions at +5° C. until the starting compound could no longer be detected in the solution by thin-layer chromatography. The solution was then diluted with 200 ml water and extracted twice with chloroform. The organic phase was washed with water and dried. After concentration to dryness, the residue was dissolved in acetone and precipitated with hydrochloric acid. The yield amounted to 0.6 g (58% of the theoretical). The melting point of the 1,2,3,4-tetrahydro-2-methyl-6-nitroquinoxaline thus obtained was 178° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05089025 |
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| Source dataset | uspto-grants-1992_02 |
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| ORD ID | ord-4ad0b749e21c4ff888f1890c78adb981 |
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| Source note | uspto-grants-1992_02 |
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