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Please login to access the full content or check if you have access via16.15.1.1.1.1.7 Method 7: From Benzene-1,2-diamines and Diiminosuccinonitrile
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Gobec, S.; Urleb, U., Science of Synthesis, (2004) 16, 852.
Benzene-1,2-diamine (11) and diiminosuccinonitrile (DISN) give, under neutral reaction conditions, quinoxaline-2,3-diamine (25, R1 = R2 = NH2) (Scheme 13).[111] The reaction between benzene-1,2-diamine (11) and diiminosuccinonitrile using an acid catalyst yields 3-aminoquinoxaline-2-carbonitrile (25, R1 = CN; R2 = NH2) and, under strongly acidic conditions, quinoxaline-2,3-dicarbonitrile (25, R1 = R2 = CN).[111,112] Quinoxaline-2,3-diamines can be prepared directly from benzene-1,2-diamine by base-catalyzed condensation with cyanogen in methanol.[113,114] A variation of this method is to firstly prepare a diimido ester from cyanogen and then react with benzene-1,2-diamine.[115,116]
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| M8 | M8 | Meeeeee | Meee (°M) | Meee (e) | Meeee (%) | Mee |
|---|---|---|---|---|---|---|
| MM8 | MM8 | MMM | ee | 88 | 88 | [888] |
| MM | MM8e | MMM, MeMM | 88 | 88 | 88 | [888] |
| MM | MM | MMM | ee | 88 | 88 | [888] |
e 8-Meeeeeeeeeeeeee eeee eeee ee eeeeeee-8,8-eeeeeee eeee.
References
| [111] | Meeeeee, M. M.; Meeeeee, M. M., M. Mee. Meee., (8888) 88, 8888. |
| [112] | Meeeeeee, M. M.; Möeeee, M.; Müeeee, M.; Meßeeee, M., Meee. Mee., (8888) 888, 888. |
| [113] | Meeeeeee, M.; Meeeeeeee, M., Mee. Meeee. Meee. Mee., (8888) 88, 8888. |
| [114] | Meeeeeee, M.; Mee, M. M., M. Me. Meee. Mee., (8888) 88, 8888. |
| [115] | Meeeeeeee, M.; Meeee, M., Meee. Mee., (8888) 88, 8888. |
| [116] | Mee, M. M.; Meeeeee, M. M., MM 8 888 888, (8888); Meee. Meeee., (8888) 88, 888888. |
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- 8.Meeeee-Meee, (8888) M 8e8, 888.
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