Methanol → HCID 3001769, compound

HRID 379645Notes

Reaction equation

[CH:1]1[CH:6]=[C:5](F)[CH:4]=[C:3]([CH2:8][CH2:9][NH:10][C:11]([NH:13][C:14]2[CH:19]=[CH:18][C:17]([Br:20])=[CH:16][N:15]=2)=[S:12])[CH:2]=1.[CH3:21][OH:22]>>[CH3:21][O:22][C:5]1[CH:4]=[C:3]([CH2:8][CH2:9][NH:10][C:11]([NH:13][C:14]2[CH:19]=[CH:18][C:17]([Br:20])=[CH:16][N:15]=2)=[S:12])[CH:2]=[CH:1][CH:6]=1

Participants

Reactant 2

HCID 887Methanol

HCID 3001770HCID 3001770, compound

Product 1

HCID 3001769HCID 3001769, compound

Procedure

N-[2-(3-fluorophenethyl)]-N′-[2-(5-bromopyridyl)]-thiourea (II-5) yield: 73%; mp 171-172° C.; UV (MeOH) λmax: 202, 208, 258, 275 and 306 nm; IR(KBr) ν 3213, 3155, 3084, 3028, 2866, 1595, 1533, 1477, 1336, 1308, 1229, 1211, 1173, 1136, 1092, 1026, 935, 870, 827, 791, 740 cm−1; 1H NMR (CDCl3)δ 811.3 3 (br s, 1H), 9.46 (br s, 1H), 8.05-8.04 (d, 1H), 7.73-7.69 (dd, 1H), 7.31-7.26 (m, 1H), 7.08-6.97 (m, 3H), 6.87-6.83 (d, 1H), 4.06-3.99 (q, 2H), 3.05-3.00 (t, 2H); 13C NMR (CDCl3) δ 179.1, 163.1, 151.7, 146.2, 141.2, 130.1, 129.9, 124.5, 115.9, 115.6, 113.7, 113.5, 113.4, 112.8, 46.7 and 34.6; 19F NMR(CDCl3) δ −37.30 & −37.33 (d); Maldi Tof found: 354.0 (M+), calculated: 354.0; Anal. (C14H13BrFN3S) C, H, N, S.

Sources & evidence

ORD record: ord-9d0cb6ca4926421f9a01fc9d53b75988
Source dataset: uspto-grants-2001_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06300351B1

Reaction notes

Loading…