Potassium Hydroxide → HCID 11051953, compound

HRID 963135Notes

Reaction equation

HRID 963135 reaction equation
Br.[NH:2]=[C:3]1[N:7]([CH2:8][CH2:9][CH2:10][F:11])[CH:6]=[CH:5][S:4]1.[OH-].[K+]>CO>[NH:2]=[C:3]1[N:7]([CH2:8][CH2:9][CH2:10][F:11])[CH:6]=[CH:5][S:4]1

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 67658626HCID 67658626, compound

Product 1

HCID 11051953HCID 11051953, compoundYield 99.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Then, 1.21 g (5 mmol) of 2-imino-3-(3-fluoropropyl)thiazoline hydrobromide (4: Z=Br) was stirred with 0.33 g (5 mmol) of 85% potassium hydroxide in 20 ml of methanol at room temperature for 1 hour. After the methanol was distilled off under reduced pressure, 20 ml of chloroform was added to the residue, and precipitated insolubles were filtered out. The chloroform in the filtrate was distilled off under reduced pressure to obtain 0.8 g of 2-imino-3-(3-fluoropropyl)thiazoline (3) as an oily substance. The chemical shifts by NMR were as follows. (60 MHz) δ(ppm, CDCl3): 1.6-2.7(2H,m), 3.84(2H,t,J=6.8 Hz), 4.50(2H,dt,J=47.0 Hz,5.6 Hz), 5.74(1H,d,J=4.7 Hz), 6.40(1H,d,J=4.7 Hz), 5.5-6.8(1H,br)

Workup

  1. distillationAfter the methanol was distilled off under reduced pressure, 20 ml of chloroform
  2. additionwas added to the residue
  3. customprecipitated insolubles
  4. filtrationwere filtered out
  5. distillationThe chloroform in the filtrate was distilled off under reduced pressure

Sources & evidence

ORD record
ord-cecb51b40e44415da604e044c5ca9084
Source dataset
uspto-grants-1998_06
Patent number
US05763365

Reaction notes

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