Compound 8e

N,N'-di(thiazol-2-yl)ethane-1,1-diamine

From: Prebiotic selection and assembly of proteinogenic amino acids and natural nucleotides from complex mixtures

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Compound data: CIF

Synthetic procedure: See article for the definitive version of this procedure and for full experimental details.

Prepared according to the general procedure outlined in 8. 1H NMR (400 MHz, DMSO-d6) δ 7.95 (d, J = 6.8 Hz, 2H, NH), 7.04 (d, J = 3.7 Hz, 2H, Ar), 6.64 (d, J = 3.7 Hz, 2H, Ar), 5.27–5.37 (m, 1H, (C1')–H), 1.44 (d, J = 6.3 Hz, 3H, (C2')–H3). 1H NMR (400 MHz, DMSO-d6 + D2O) δ 7.02 (d, J = 3.7 Hz, 2H, Ar), 6.64 (d, J = 3.7 Hz, 2H, Ar), 5.29 (q, J = 6.2 Hz, 1H, (C1')–H), 1.43 (d, J = 6.2 Hz, 3H, (C2')–H3). 13C NMR (101 MHz, DMSO-d6) δ 167.3, 138.6, 106.8, 62.4, 20.9. HRMS EI [M]+ cal. for C8H10N4S2 226.0347; obs. 226.0348. IR (solid, cm–1): 3190, 3113, 2980, 2914, 1591, 1494, 1442. M.p. 155–156 °C. Single crystal X-ray structure (CCD 1477046; Supplementary Figure 158)