Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Sodium Sulfite | HCID 24437 | — |
| Reactant | 1H-Imidazole-4,5-dicarbonitrile, 2-amino- | HCID 170446 | — |
| Reactant | 2-Diazo-2H-imidazole-4,5-dicarbonitrile | HCID 12409241 | — |
| Reactant | Sodium Nitrite | HCID 23668193 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 136388401 | HCID 136388401 | — |
Reaction Steps
5.34 g (40 mmol) of 2-amino-4,5-dicyanoimidazole was dissolved in 130 ml water plus 30 ml conc. hyrdrochloric acid and diazotized by the slow addition (over 5 min) of a solution of 4.0 g of sodium nitrite in 15 ml of water. The mixture was then stirred and cooled to 0°-10° for 45 minutes. The resulting cold suspension of 2-diazo-4,5-dicyanoimidazole was poured into a stirred solution of 12.4 g of sodium sulfite and 2.2 g of sodium hydroxide in 50 ml of water at 0°. An immediate yellow precipitate formed. The mixture was stirred at 0° for 30 minutes and then the yellow solid was filtered and air dried. This gave 0.85 g of 2,2'-azobis(4,5-imidazoledicarbonitrile). Recrystallization from water gave golden plates. UV(CH3CN): 390 nm, k 90.0; sh 375 nm, k 83.4; 237 nm, k 41.3).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04083843 |
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| Source dataset | uspto-grants-1978_04 |
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| ORD ID | ord-e599a855266840ef84133aa3cf6c40e8 |
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| Source note | uspto-grants-1978_04 |
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