Nitric Acid → HCID 178512442, compound

HRID 1370061Notes

Reaction equation

HRID 1370061 reaction equation
[N:1]1([CH2:6][CH2:7][O:8][C:9]2[CH:15]=[CH:14][C:12]([NH2:13])=[CH:11][CH:10]=2)[CH:5]=[CH:4][N:3]=[N:2]1.[N:16]#[C:17][NH2:18].[N+:19]([O-:22])([OH:21])=[O:20].NC(N)=N>>[N+:19]([O-:22])([O-:21])=[O:20].[N:1]1([CH2:6][CH2:7][O:8][C:9]2[CH:15]=[CH:14][C:12]([NH:13][C:17]([NH2:18])=[NH2+:16])=[CH:11][CH:10]=2)[CH:5]=[CH:4][N:3]=[N:2]1

Participants

5

Reactant 4

HCID 944Nitric AcidHCID 3520GuanidineHCID 9864CyanamideHCID 18516901HCID 18516901, compound

Product 1

HCID 178512442HCID 178512442, compound

Procedure

The title compound was prepared from 4-[2-(1,2,3-triazol-1-yl)ethoxy]aniline (4.91 g, 24.07 mmol), cyanamide (1.56 g, 40.97 mmol) and concentrated HNO3 (1.58 mL, 26.47 mmol) in a manner similar to the guanidine of Example 1 to give the desired material (4.7 g) as an off-white solid, m.p.>250°. δH (d6DMSO) 9.33 (1H, s), 8.20 (1H, s), 7.74 (1H, s), 7.17-7.14 (6H, m), 7.00-6.97 (2H, m), 4.79 (2H, t, J 4.95 Hz) and 4.41 (2H, t, J 4.95 Hz).

Sources & evidence

ORD record
ord-b7000fdcafb54ea5acde82b295b6b070
Source dataset
uspto-grants-2003_06
Patent number
US06579983B1

Reaction notes

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