Hexafluoroacetone trihydrate → HCID 86591941, compound

HRID 2113233Notes

Reaction equation

HRID 2113233 reaction equation
[CH2:1]([NH:5][C:6]1[S:7][CH:8]=[CH:9][N:10]=1)[CH2:2][CH2:3][CH3:4].O.O.O.[F:14][C:15]([F:23])([F:22])[C:16]([C:18]([F:21])([F:20])[F:19])=[O:17]>CCOC(C)=O>[CH2:1]([NH:5][C:6]1[S:7][C:8]([C:16]([OH:17])([C:18]([F:21])([F:20])[F:19])[C:15]([F:23])([F:22])[F:14])=[CH:9][N:10]=1)[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 2

HCID 36719Hexafluoroacetone trihydrateHCID 4712356N-Butyl-2-thiazolamine

Product 1

HCID 86591941HCID 86591941, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
100 °C

Procedure

A catalytic amount of molecular sieves powder (4A) was added to the mixture of 2-butylaminothiazole (1 g 6.41 mmol) prepared above and hexafluoroacetone trihydrate (2.86 g 13 mmol). The mixture was heated to gently reflux at 100° C. overnight. EtOAc is added and the mixture was filtered. Solvent was evaporated under reduced pressure. The residue was recrystallized in THF and hexanes to afford the title compound as a white solid. (1.68 g). 1H NMR δ0.95 (t, 3H), 1.40 (m, 2H), 1.6 (m, 2H), 3.20 (t, 2H), 7.3 (s, 1H); ESIMS: m/z 323 (M+H).

Workup

  1. temperatureThe mixture was heated
  2. filtrationthe mixture was filtered
  3. customSolvent was evaporated under reduced pressure
  4. customThe residue was recrystallized in THF

Sources & evidence

ORD record
ord-87478cdd1e324c6388529515033dd1a2
Source dataset
uspto-grants-2009_04
Patent number
US07524969B2

Reaction notes

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