Pyridine → N,N'-dimesitylformamidine

HRID 2369379Notes

Reaction equation

HRID 2369379 reaction equation
N1C=CC=CC=1.Cl.[C:8]1([CH3:28])[CH:13]=[C:12]([CH3:14])[CH:11]=[C:10]([CH3:15])[C:9]=1[NH:16][CH:17]=[N:18][C:19]1[C:24]([CH3:25])=[CH:23][C:22]([CH3:26])=[CH:21][C:20]=1[CH3:27]>O>[C:20]1([CH3:27])[CH:21]=[C:22]([CH3:26])[CH:23]=[C:24]([CH3:25])[C:19]=1[NH:18][CH:17]=[N:16][C:9]1[C:8]([CH3:28])=[CH:13][C:12]([CH3:14])=[CH:11][C:10]=1[CH3:15]

Participants

4

Reactant 2

HCID 1049PyridineHCID 67094167HCID 67094167, compound

Product 1

HCID 3355627N,N'-dimesitylformamidineYield 100.7%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Pyridine (2 mL) was added to a round bottom flask charged with N,N′-dimesitylformamidine hydrochloride (0.27 g, 0.85 mmol). The solution was stirred for 5 minutes then diluted with water (10 mL), whereupon crude product precipitated. The precipitate was collected by vacuum filtration, washed with cold hexanes (5 mL) and dried in vacuo to afford N,N′-dimesitylformamidine (0.24 g, 84%) as a colorless powder.

Workup

  1. customprecipitated
  2. filtrationThe precipitate was collected by vacuum filtration
  3. washwashed with cold hexanes (5 mL)
  4. customdried in vacuo

Sources & evidence

ORD record
ord-d0c6edbc9e504420bdbcdc6a445b4c5b
Source dataset
uspto-grants-2014_04
Patent number
US08703965B2

Reaction notes

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