Nitric Acid → HCID 178512444, compound

HRID 1370063Notes

Reaction equation

HRID 1370063 reaction equation
[N:1]1[N:2]([CH2:6][CH2:7][O:8][C:9]2[CH:15]=[CH:14][C:12]([NH2:13])=[CH:11][CH:10]=2)[N:3]=[CH:4][CH:5]=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[N:2]([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)[N:3]=[CH:4][CH:5]=1

Participants

5

Reactant 4

HCID 944Nitric AcidHCID 3520GuanidineHCID 9864CyanamideHCID 18516903HCID 18516903, compound

Product 1

HCID 178512444HCID 178512444, compound

Procedure

The title compound was prepared from 4-[2-(1,2,3-triazol-2-yl)ethoxy]aniline (8.85 g, 43.4 mmol), cyanamide (2.82 g, 73.78 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 (7.95 g) as an off-white solid, m.p.>250°. δH (d6DMSO) 9.32 (1H, s), 7.80 (2H, s), 7.16-7.13 (6H, m), 7.00-6.97 (2H, m), 4.79 (2H, t, J 4.95 mmol) and 4.41 (2H, t, J 4.95 mmol).

Sources & evidence

ORD record
ord-ebfdddd38edf4becbc12d81be73359ac
Source dataset
uspto-grants-2003_06
Patent number
US06579983B1

Reaction notes

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