Nitric Acid → HCID 68644119, compound

HRID 1159974Notes

Reaction equation

HRID 1159974 reaction equation
[N:1]#[C:2][NH2:3].[F:4][C:5]1[CH:6]=[C:7]([CH:9]=[CH:10][CH:11]=1)N.[N+:12]([O-:15])([OH:14])=[O:13].C([O:18]CC)C>CCO>[N+:12]([O-:15])([OH:14])=[O:13].[F:4][C:5]1[CH:6]=[C:7]([NH:1][C:2]([NH2:3])=[O:18])[CH:9]=[CH:10][CH:11]=1

Participants

6

Reactant 4

HCID 944Nitric AcidHCID 3283Diethyl EtherHCID 97423-FluoroanilineHCID 9864Cyanamide

Product 1

HCID 68644119HCID 68644119, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Cyanamide (1.3 mL, 16.8 mmol, 50% by wt. in water), 3-fluoroaniline (1.34 mL, 14 mmol), and 14 M nitric acid (1 mL, 14 mmol) were refluxed in EtOH (14 mL) for 15 h. The reaction was cooled and poured into diethylether. The resulting white suspension was filtered and dried under vacuum. Yield: 1.17 g (38%) of a white powder. 1H NMR (400 MHz, DMSO-d6) δ 9.65 (brs, 1H), 7.43 (m, 5H), 7.16-6.90 (m, 3H).

Workup

  1. temperatureThe reaction was cooled
  2. filtrationThe resulting white suspension was filtered
  3. customdried under vacuum

Sources & evidence

ORD record
ord-7790b070911f4c169826726234d3958c
Source dataset
uspto-grants-2010_10
Patent number
US07812022B2

Reaction notes

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