Iodine → HCID 66851797, compound

HRID 538765Notes

Reaction equation

HRID 538765 reaction equation
[CH3:1][C:2]([CH3:7])([CH3:6])[CH2:3][CH:4]=O.[CH3:8][CH:9]([CH3:13])[CH2:10][CH2:11][NH2:12].[S-:14][C:15]#[N:16].[K+].II>C(#N)C>[C:2]([C:3]1[S:14][C:15](=[NH:16])[N:12]([CH2:11][CH2:10][CH:9]([CH3:13])[CH3:8])[CH:4]=1)([CH3:7])([CH3:6])[CH3:1]

Participants

6

Reactant 4

HCID 807IodineHCID 7894IsoamylamineHCID 763353,3-DimethylbutanalHCID 516872Potassium thiocyanate

Product 1

HCID 66851797HCID 66851797, compoundYield 104,545.5%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of 3,3-dimethylbutanal (3.0 mL, 24 mmol), 3-methylbutan-1-amine (2.5 mL, 22 mmol), 4 Å molecular sieves (3 g, 8-12 mesh beads), potassium thiocyanate (2.8 g, 29 mmol) and iodine (11 g, 44 mmol) in acetonitrile (40 mL) were processed as described in Example 18A to provide the title compound (4.9 g, 23 mol, 99% yield). MS (DCI/NH3) m/z 227 (M+H)+.

Sources & evidence

ORD record
ord-95f6c457da104c9ea048e4753da0b61e
Source dataset
uspto-grants-2014_10
Patent number
US08865753B2

Reaction notes

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