تفاعل #491388

ord-8b47b5637e1a48c9a563e10f6aa1de89

معادلة التفاعل

CN(C)c1ccc(N=C=O)cc1
(4-isocyanato-phenyl)-dimethyl-amine
O=C(CS)NCCCCCNC(=O)Nc1ccccc1
compound 9
O=C(CS)NCCCCCNC(=O)Nc1ccccc1
2-Mercapto-N-[5-(3-phenyl-ureido)-pentyl]-acetamide
NCCCCCCN
1,6-diaminohexane
O=C=Nc1ccccc1
phenylisocyanate
CN(C)c1ccc(CNC(=O)NCCCCCCNC(=O)CS)cc1
Compound 12
CN(C)c1ccc(CNC(=O)NCCCCCCNC(=O)CS)cc1
N-{6-[3-(4-dimethylamino-benzyl)-ureido]-hexyl}-2-mercapto-acetamide

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

الإجراء التجريبي

Compound 12 was prepared using the methodology described for the preparation of compound 9, by substituting 1,5-diaminopentane with 1,6-diaminohexane and phenylisocyanate with (4-isocyanato-phenyl)-dimethyl-amine. 1H NMR (300 MHz, DMSO-d6) δ (ppm) 7.98 (br s, 1H), 7.05 (d, J=8.7 Hz, 2H), 6.60 (d, J=8.7 Hz, 2H), 6.04 (br t, J=5.7 Hz, 1H), 5.80 (br t, J=5.7 Hz, 1H), 4.05 (d, J=5.7 Hz, 2H), 3.06 (d, J=8.1 Hz, 2H), 3.04 (dt, J=6.9, 6.0 Hz, 2H), 2.98 (dt, J=6.6, 6.0 Hz, 2H), 2.84 (s, 6H), 2.71 (t, J=8.1 Hz, 1H), 1.36 (m, 4H), 1.24 (m, 4H). 13C NMR (75 MHz, DMSO-d6) δ (ppm) 169.2, 157.9, 149.3, 127.9, 126.9, 112.3, 42.4, 40.3, 39.1, 38.7, 30.0, 29.0, 27.1, 26.12, 26.08.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08748463B2uspto-grants-2014_06