Nitric Acid → HCID 178512443, compound

HRID 1370065Notes

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]=[N:4][CH: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]=[N:4][CH:3]=[N:2]1

Participants

Reactant 4

HCID 944Nitric Acid

HCID 3520Guanidine

HCID 9864Cyanamide

HCID 4295342HCID 4295342, compound

Product 1

HCID 178512443HCID 178512443, compound

Procedure

The title compound was prepared from 4-[2-(1,2,4-triazol-1-yl)ethoxy]aniline (5.30 g, 25.9 mmol), cyanamide (1.86 g, 44.11 mmol) and concentrated HNO3 (1.88 mL, 28.54 mmol) in a manner similar to the guanidine of Example 1 to give the desired material (6.62 g) as an off-white solid, m.p. 280-282°. δH (d6DMSO) 9.33 (1H, bs), 8.56 (1H, s), 7.97 (1H, s), 7.17 (4H, bs), 7.16-7.12 (2H, s), 6.98-6.94 (2H, m), 4.58 (2H, t, J 5.0 Hz) and 4.34 (2H, t, J 2.0 Hz).

Sources & evidence

ORD record: ord-a5ae4adb5e30440ebd1d65f3f2ba64c2
Source dataset: uspto-grants-2003_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06579983B1

Reaction notes

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