N-bromobutanimide → HCID 90303406, compound

HRID 1051964Notes

Reaction equation

HRID 1051964 reaction equation
C1C(=O)N([Br:8])C(=O)C1.[CH3:9][C:10]1([CH3:22])[O:14][CH:13]([CH2:15][O:16][C:17]2[N:18]=[CH:19][S:20][CH:21]=2)[CH2:12][O:11]1>CC#N>[Br:8][C:21]1[S:20][CH:19]=[N:18][C:17]=1[O:16][CH2:15][CH:13]1[CH2:12][O:11][C:10]([CH3:22])([CH3:9])[O:14]1

Participants

4

Reactant 2

HCID 67184N-bromobutanimideHCID 90303257HCID 90303257, compound

Product 1

HCID 90303406HCID 90303406, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
0 °C

Procedure

At 0° C., NBS (11.94 g, 67.1 mmol) was added over 90 min to a soln. of 4-((2,2-dimethyl-1,3-dioxolan-4-yl)methoxy)thiazole (13.75 g, 63.9 mmol) in MeCN (320 mL). The mixture was further stirred at 0° C. for 30 min, then, it was quenched by the addition of aq. 5% NaHCO3 and extracted with EtOAc. The comb. org. layers were washed with aq. 5% NaHCO3 and brine, dried over MgSO4, and conc. in vacuo.

Workup

  1. customit was quenched by the addition of aq. 5% NaHCO3
  2. extractionextracted with EtOAc
  3. washlayers were washed with aq. 5% NaHCO3 and brine
  4. dry with materialdried over MgSO4

Sources & evidence

ORD record
ord-a6a6a737b5fd4cc3b7c9b1c05c464295
Source dataset
uspto-grants-2016_07
Patent number
US09388198B2

Reaction notes

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