1-Bromooctadecane → HCID 18183989, compound

HRID 634608Notes

Reaction equation

HRID 634608 reaction equation
[S:1]1[CH:5]=[CH:4][N:3]=[CH:2]1.[Br:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH3:24]>>[Br-:6].[CH2:24]([N+:3]1[CH:4]=[CH:5][S:1][CH:2]=1)[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH3:7]

Participants

3

Reactant 2

HCID 82181-BromooctadecaneHCID 9256Thiazole

Product 1

HCID 18183989HCID 18183989, compoundYield 72.5%

Conditions

Temperature
120 °C

Procedure

In a 100 ml flask equipped with a stirrer, a condenser and a calcium chloride dryer tube were charged 3.8 g of thiazole and 10.0 g of 1-bromoctadecane, and the mixture was stirred at 120° C. for 5 hours. After cooling the reaction mixture to room temperature, precipitated crystals were collected by filtration under reduced pressure. The resulting crystals were recrystallized from a mixed solvent of acetone and methanol to obtain 9.1 g of the title compound. Melting point: 83° C.

Workup

  1. customIn a 100 ml flask equipped with a stirrer, a condenser and a calcium chloride dryer tube
  2. temperatureAfter cooling the reaction mixture to room temperature
  3. customprecipitated crystals
  4. filtrationwere collected by filtration under reduced pressure
  5. customThe resulting crystals were recrystallized from a mixed solvent of acetone and methanol

Sources & evidence

ORD record
ord-52fb2fe2fb574e89b764d7494fe3c533
Source dataset
uspto-grants-2001_02
Patent number
US06184180B2

Reaction notes

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