Hydrochloric Acid → HCID 178418923, compound

HRID 497025Notes

Reaction equation

HRID 497025 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[N:8]#[C:9][NH2:10].Cl>O1CCOCC1>[C:2]1([NH:1][C:9]([NH2:10])=[NH:8])[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 6115AnilineHCID 9864Cyanamide

Product 1

HCID 178418923HCID 178418923, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
60 °C

Procedure

A mixture of aniline (11 mmol), cyanamide (420 mg, 10 mmol), and HCl (3 mL of 4N in dioxane, 12 mmol) in 1,4-dioxane (10 mL) was heated in a sealed tube at 60° C. overnight. The reaction was concentrated in vacuo and the residue partitioned between NaOH (2N) and dichloromethane. The organic layer was dried over Na2SO4 and concentrated in vacuo to afford N-phenyl-guanidine.

Workup

  1. concentrationThe reaction was concentrated in vacuo
  2. customthe residue partitioned between NaOH (2N) and dichloromethane
  3. dry with materialThe organic layer was dried over Na2SO4
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-5644fea2827a4b819effd62f6e23e1c1
Source dataset
uspto-grants-2005_09
Patent number
US06949544B2

Reaction notes

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