Cyanogen Bromide → HCID 178419511, compound

HRID 2408349Notes

Reaction equation

HRID 2408349 reaction equation
Br.Br.[CH3:3][C:4]([NH2:9])([CH3:8])[CH2:5][CH2:6][NH2:7].C[O-].[Na+].[Br:13][C:14]#[N:15]>CO.O>[BrH:13].[CH3:3][C:4]1([CH3:8])[CH2:5][CH2:6][NH:7][C:14]([NH2:15])=[N:9]1

Participants

6

Reactant 3

HCID 10476Cyanogen BromideHCID 10942334Sodium MethoxideHCID 86700699HCID 86700699, compound

Product 1

HCID 178419511HCID 178419511, compoundYield 195.8%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

1.95 g of 3-methylbutane-1,3-diamine dihydrobromide are suspended in 20 mL of MeOH, 1.2 g of sodium methanolate are added. The mixture is stirred at RT for 2 h. The mixture is filtered and then dry evaporated. The reaction crude is solubilized in 20 mL of water, cooled with an ice bath. 0.78 g of BrCN are added and stirred at RT for 12 h. The mixture is dry evaporated, 3 g (quantitative yield) of 4,4-dimethyl-1,4,5,6-tetrahydropyrimidin-2-amine hydrobromide are obtained as a translucent oil which will be used as such for the following:

Workup

  1. filtrationThe mixture is filtered
  2. customdry
  3. customevaporated
  4. customThe reaction crude
  5. temperaturecooled with an ice bath
  6. stirringstirred at RT for 12 h
  7. customThe mixture is dry
  8. customevaporated

Sources & evidence

ORD record
ord-3e7ca97b50744718bac500aaac18ed81
Source dataset
uspto-grants-2014_08
Patent number
US08815853B2

Reaction notes

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