Cyanogen Bromide → HCID 68615100, compound

HRID 1786164Notes

Reaction equation

HRID 1786164 reaction equation
Br.[NH2:2][CH2:3][CH2:4][C:5]1([NH2:8])[CH2:7][CH2:6]1.C[O-].[Na+].[N:12]#[C:13][Br:14]>CO>[BrH:14].[CH2:7]1[C:5]2([CH2:4][CH2:3][N:2]=[C:13]([NH2:12])[NH:8]2)[CH2:6]1

Participants

5

Reactant 3

HCID 10476Cyanogen BromideHCID 10942334Sodium MethoxideHCID 23024531HCID 23024531, compound

Product 1

HCID 68615100HCID 68615100, compoundYield 99.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

To a solution of 2.65 g (10.11 mmol) of 1-(2-aminoethyl)cyclopropanamine hydrobromide in 21 ml of methanol was added 3.83 ml (21.24 mmol) of a solution of sodium methoxide in methanol (5.55 N). The mixture was stirred at room temperature for 2 h. The precipitate was filtered and the filtrate was evaporated. The crude was dissolved in 9 ml of water and 1.07 g (10.11 mmol) of cyanogen bromide was added portion wise. The resulting mixture was stirred at room temperature for 2 h and evaporated to dryness to give 2.08 g of pure compound as an orange oil.

Workup

  1. filtrationThe precipitate was filtered
  2. customthe filtrate was evaporated
  3. dissolutionThe crude was dissolved in 9 ml of water
  4. stirringThe resulting mixture was stirred at room temperature for 2 h
  5. customevaporated to dryness

Sources & evidence

ORD record
ord-9905b422f43f4231929ff61b45876211
Source dataset
uspto-grants-2009_03
Patent number
US07507743B2

Reaction notes

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