4-Bromo-1,1,1-trifluorobutane → 5-tert-butyl-3-(4,4,4-trifluorobutyl)thiazol-2(3H)-imine hydrobromide

HRID 254654

Reaction equation

HRID 254654 reaction equation
[C:1]([C:5]1[S:9][C:8]([NH2:10])=[N:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[Br:11][CH2:12][CH2:13][CH2:14][C:15]([F:18])([F:17])[F:16]>>[BrH:11].[C:1]([C:5]1[S:9][C:8](=[NH:10])[N:7]([CH2:12][CH2:13][CH2:14][C:15]([F:18])([F:17])[F:16])[CH:6]=1)([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 5210064-Bromo-1,1,1-trifluorobutaneHCID 6764855-tert-Butyl-1,3-thiazol-2-amine

Product 1

HCID 668521235-tert-butyl-3-(4,4,4-trifluorobutyl)thiazol-2(3H)-imine hydrobromideYield 63%

Conditions

Temperature
85 °C

Procedure

A mixture of the product of Example 74A (0.25 g, 1.6 mmol) and 1-bromo-4,4,4-trifluorobutane (336 mg, 1.8 mmol) was warmed to 85° C. and was stirred for 16 hours. The mixture was cooled to ambient temperature and the title compound (0.35 g, 63% yield) was isolated via filtration. MS (DCI/NH3) m/z 267 (M+H)+.

Workup

  1. temperatureThe mixture was cooled to ambient temperature

Sources & evidence

ORD record
ord-6bd9a4d7479a43eeabafee4851dea8d0
Source dataset
uspto-grants-2011_01
Patent number
US07875640B2

Linked notes

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