Cyanuric chloride → HCID 59659976, compound

Temperature

2.5 °C

To cyanuric chloride (1.2209 g, 6.6 mmol) dissolved in acetone (15 mL) stirring at 0-5° C., was added a solution of trans-4-aminocyclohexanol hydrochloride (1.0044 g, 6.6 mmol) in acetone (15 mL) followed by the addition of 2.5 N NaOH (5.3 mL, 13.2 mmol). The reaction mixture was allowed to stir at 0-5° C. for 1 hour under nitrogen. The reaction mixture was extracted 3 times with dichloromethane; the combined organic layers were washed with brine solution and dried over sodium sulfate. The filtered sample was concentrated by rotary evaporation and the resulting solid was dried overnight under vacuum. The product was used with no further purification, (155a, 1.49 g, 86%), mp 120° C.; HPLC: Inertsil ODS-3V C18, 40:30:30 [KH2PO4 (0.01M, pH 3.2): CH3OH: CH3CN], 264 nm, Rt 6.1 min, 92.6% purity.

1. stirringto stir at 0-5° C. for 1 hour under nitrogen
2. extractionThe reaction mixture was extracted 3 times with dichloromethane
3. washthe combined organic layers were washed with brine solution
4. dry with materialdried over sodium sulfate
5. concentrationThe filtered sample was concentrated by rotary evaporation
6. customthe resulting solid was dried overnight under vacuum
7. customThe product was used with no further purification, (155a, 1.49 g, 86%), mp 120° C.

ORD record

ord-fd728a38075b4edeb53a3296d43c2cce

Source dataset

uspto-grants-2008_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07335770B2