References
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- Urea 5 was isolated as a creamy white solid: mp 89–91 °C; 1H NMR (DMSO-d6) δ 7.16 (m, 3H), 6.97 (d, 1H, J=7.4Hz), 5.93 (br t, 1H), 3.09 (m, 2H), 2.91 (m, 2H), 2.27 (m, 2H), and 1.67 (m, 2H); 13C NMR DMSO-d6) 158.0, 138.2, 136.0, 128.7, 128.3, 126.2, 124.9, 38.3, 29.6, and 20.8 ppm. Anal. Calcd for C21H28N2OS2: C, 64.91; H, 7.27; N, 7.21. Found: C, 64.96, H, 7.14; N, 7.10.
- As we previously observed with 2-oxazolidinones1, weakly acidic aliphatic amine hydrochlorides did not promote the aminopropylation ring opening with 1 or 2.
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- In our hands the preparation of urethane 1 was more easily accomplished using a trichloromethyl chloroformate coupling method instead of the reported coupling with ethylene carbonate.2,10
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