Ethyl 2-bromohexanoate → HCID 178442026, compound

HRID 346233Notes

Reaction equation

HRID 346233 reaction equation
C([O:3][C:4](=O)[CH:5](Br)[CH2:6][CH2:7][CH2:8][CH3:9])C.[NH2:12][C:13]([NH2:15])=[S:14]>C(O)C>[OH2:3].[CH2:6]([CH:5]1[S:14][C:13](=[NH:12])[NH:15][C:4]1=[O:3])[CH2:7][CH2:8][CH3:9]

Participants

4

Reactant 2

HCID 79072Ethyl 2-bromohexanoateHCID 2723790Thiourea

Product 1

HCID 178442026HCID 178442026, compoundYield 1.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 100 g (0.44 mole) of 2-bromohexanoic acid ethyl ester (Aldrich) and 39.0 g (0.51 mole) of thiourea (Baker) in 600 mL of ethanol was stirred and heated on a steam bath for 2 hr. The solvent was evaporated under reduced pressure to leave a solid residue. A 1.0 g sample of this solid was recrystallized from ethanol-water to yield 0.8 g title compound as a white solid, mp 179°-182° C. (lit, mp 183° C., J. Amer. Chem. Soc. 49, 2064 (1927)).

Workup

  1. temperatureheated on a steam bath for 2 hr
  2. customThe solvent was evaporated under reduced pressure
  3. customto leave a solid residue
  4. customA 1.0 g sample of this solid was recrystallized from ethanol-water

Sources & evidence

ORD record
ord-e5358ef39b5a4ff582c9d361a3c1e588
Source dataset
uspto-grants-1991_10
Patent number
US05061720

Reaction notes

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