Ethanolamine → 2-(5-tert-butyl-2-iminothiazol-3(2H)-yl)ethanol

HRID 78541Notes

Reaction equation

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

Participants

Reactant 4

HCID 700Ethanolamine

HCID 807Iodine

HCID 763353,3-Dimethylbutanal

HCID 516872Potassium thiocyanate

Product 1

HCID 686223382-(5-tert-butyl-2-iminothiazol-3(2H)-yl)ethanol

Procedure

Commercially available 3,3-dimethylbutanal (Aldrich), 2-aminoethanol (Aldrich), 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 201 (M+H)+.

Sources & evidence

ORD record: ord-fa97ec1a5cae4794a531f146053df4aa
Source dataset: uspto-grants-2014_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08841334B2

Reaction notes

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