Iodine → HCID 66851591, compound

HRID 254627Notes

Reaction equation

HRID 254627 reaction equation
[CH3:1][C:2]([CH3:7])([CH3:6])[CH2:3][CH:4]=O.[NH2:8][CH2:9][C:10]([CH3:13])([OH:12])[CH3:11].[S-:14][C:15]#[N:16].[K+].II>C(#N)C>[C:2]([C:3]1[S:14][C:15](=[NH:16])[N:8]([CH2:9][C:10]([CH3:13])([OH:12])[CH3:11])[CH:4]=1)([CH3:7])([CH3:6])[CH3:1]

Participants

6

Reactant 4

HCID 807IodineHCID 763353,3-DimethylbutanalHCID 951022-Propanol, 1-amino-2-methyl-HCID 516872Potassium thiocyanate

Product 1

HCID 66851591HCID 66851591, compoundYield 94.6%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of 3,3-dimethylbutanal (7.7 mL, 62 mmol), 1-amino-2-methylpropan-2-ol (5.0 g, 56 mmol), 4 Å molecular sieves (5 g, 8-12 mesh beads), potassium thiocyanate (7.3 g, 75 mmol) and iodine (14 g, 56 mmol) in acetonitrile (100 mL) were processed as described in Example 18A to provide the title compound (12 g, 53 mmol, 94% yield). MS (DCI/NH3) m/z 229 (M+H)+.

Sources & evidence

ORD record
ord-222aeaac887d42b8955840145644395c
Source dataset
uspto-grants-2011_01
Patent number
US07875640B2

Reaction notes

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