Iodine → 5-tert-butyl-3-(tetrahydro-2H-pyran-4-yl)thiazol-2(3H)-imine

HRID 78532

Reaction equation

[CH3:1][C:2]([CH3:7])([CH3:6])[CH2:3][CH:4]=O.[O:8]1[CH2:13][CH2:12][CH:11]([NH2:14])[CH2:10][CH2:9]1.[S-:15][C:16]#[N:17].[K+].II>>[C:2]([C:3]1[S:15][C:16](=[NH:17])[N:14]([CH:11]2[CH2:12][CH2:13][O:8][CH2:9][CH2:10]2)[CH:4]=1)([CH3:7])([CH3:6])[CH3:1]

Participants

Reactant 4

HCID 807Iodine

HCID 763353,3-Dimethylbutanal

HCID 4192234-Aminotetrahydropyran

HCID 516872Potassium thiocyanate

Product 1

HCID 686234115-tert-butyl-3-(tetrahydro-2H-pyran-4-yl)thiazol-2(3H)-imine

Procedure

Commercially available 3,3-dimethylbutanal (Aldrich), tetrahydro-2H-pyran-4-amine (Matrix), potassium thiocyanate (Aldrich) and iodine (EMD chemicals) were processed using the method described in Example 315A to afford the title compound. MS (ESI+) m/z 241 (M+H)+.

Sources & evidence

ORD record: ord-ef468d2d183b4ba09924b14ea3fde380
Source dataset: uspto-grants-2014_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08841334B2

Linked notes

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