Putrescine → 2-(4-Aminobutyl)amino-2-methyl-3-pentanone oxime

HRID 609513Notes

Reaction equation

HRID 609513 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][CH2:5][NH2:6].C(N(CC)CC)C.Cl[C:15]([CH3:22])([CH:17]([N:20]=[O:21])[CH2:18][CH3:19])[CH3:16]>C(#N)C>[NH2:1][CH2:2][CH2:3][CH2:4][CH2:5][NH:6][C:15]([CH3:22])([C:17](=[N:20][OH:21])[CH2:18][CH3:19])[CH3:16]

Participants

5

Reactant 3

HCID 1045PutrescineHCID 8471TriethylamineHCID 122253792-Chloro-2-methyl-3-nitrosopentane

Product 1

HCID 867548932-(4-Aminobutyl)amino-2-methyl-3-pentanone oxime

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent2×

Procedure

To a stirred solution of 1,4-diaminobutane (0.26 g; 2.9 mmol) and triethylamine (0.33 g; 3.2 mmol) in acetonitrile (5 ml) was added a solution of 2-chloro-2-methyl-3-nitrosopentane (0.485 g; 3.24 mmol) in acetonitrile (5 ml). After stirring for ca 10 minutes the product began to precipitate. The reaction mixture was stirred overnight and the product was filtered off and dried in vacuo to give a white powder, (0.5 g; 86%).

Workup

  1. customto precipitate
  2. stirringThe reaction mixture was stirred overnight
  3. filtrationthe product was filtered off
  4. customdried in vacuo
  5. customto give a white powder, (0.5 g; 86%)

Sources & evidence

ORD record
ord-0549a6c25ee74ecd8c17146f962ea5db
Source dataset
uspto-grants-1999_12
Patent number
US05997843

Reaction notes

Loading…