Iodine → 3-isobutyl-4,4,6,6-tetramethyl-4,6-dihydrofuro[3,4-d]thiazol-2(3H)-imine

HRID 1028183Notes

Reaction equation

[CH3:1][C:2]1([CH3:10])[C:6](=O)[CH2:5][C:4]([CH3:9])([CH3:8])[O:3]1.[CH3:11][CH:12]([CH3:15])[CH2:13][NH2:14].[S-:16][C:17]#[N:18].[K+].II>>[CH2:13]([N:14]1[C:5]2[C:4]([CH3:9])([CH3:8])[O:3][C:2]([CH3:10])([CH3:1])[C:6]=2[S:16][C:17]1=[NH:18])[CH:12]([CH3:15])[CH3:11]

Participants

Reactant 4

HCID 807Iodine

HCID 6558Isobutylamine

HCID 1385112,2,5,5-Tetramethyltetrahydro-3-ketofuran

HCID 516872Potassium thiocyanate

Product 1

HCID 668518593-isobutyl-4,4,6,6-tetramethyl-4,6-dihydrofuro[3,4-d]thiazol-2(3H)-imine

Procedure

Commercially available 2,2,5,5-tetramethyldihydrofuran-3(2H)-one (Aldrich), 2-methylpropan-1-amine (Aldrich), potassium thiocyanate (Aldrich) and iodine (EMD chemicals) were processed using the method described in Example 17A to afford the title compound. MS (ESI+) m/z 255 (M+H)+.

Sources & evidence

ORD record: ord-64aed7f52d7c4c0fbeef5d784980a02b
Source dataset: uspto-grants-2014_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08735434B2

Reaction notes

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