Methanol → HCID 3001772, compound

HRID 379646Notes

Reaction equation

HRID 379646 reaction equation
[CH:1]1[C:6]([CH2:7][CH2:8][NH:9][C:10]([NH:12][C:13]2[CH:18]=[CH:17][C:16]([Br:19])=[CH:15][N:14]=2)=[S:11])=[CH:5][CH:4]=[C:3](Cl)[CH:2]=1.[CH3:21][OH:22]>>[CH3:21][O:22][C:3]1[CH:4]=[CH:5][C:6]([CH2:7][CH2:8][NH:9][C:10]([NH:12][C:13]2[CH:18]=[CH:17][C:16]([Br:19])=[CH:15][N:14]=2)=[S:11])=[CH:1][CH:2]=1

Participants

3

Reactant 2

HCID 887MethanolHCID 3001774HCID 3001774, compound

Product 1

HCID 3001772HCID 3001772, compound

Procedure

N-[2-(4-chlorophenethyl)]-N′-[2-(5-bromopyridyl)]-thiourea (II-9) yield: 71%; mp 180-183° C.; UV (MeOH) λmax: 206, 209, 219, 256, 275 and 305 nm; IR(KBr) ν 3221, 3153, 3086, 3022, 2931, 1674, 1593, 1562, 1533, 1473, 1406, 1340, 1304, 1265, 1227, 1169, 1138, 1092, 1016, 820, 752, 714 cm−1; 1H NMR (CDCl3) δ 11.40 (br s, 1H), 9.34 (br s, 1H), 8.15-8.14 (d, 1H), 7.84-7.80 (dd, 1H), 7.46-7.30 (m, 4H), 6.92-6.89 (d, 1H), 4.10-4.07 (q, 2H), 3.13-3.08 (t, 2H); 13C NMR (CDCl3) δ 179.2, 151.6, 146.3, 141.3, 137.1, 130.2, 128.6, 113.5, 112.8, 46.8 and 34.2; Maldi Tof found: 372.0 (M+1), calculated: 371.0; Anal. (C14H13BrClN3S) C, H, N, S.

Sources & evidence

ORD record
ord-4a67bf0fa11e4682b491196314ba1782
Source dataset
uspto-grants-2001_10
Patent number
US06300351B1

Reaction notes

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