4-Methoxybenzenesulfonyl chloride → HCID 19004259, compound

HRID 2225448Notes

Reaction equation

HRID 2225448 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]([OH:18])([CH2:16][NH2:17])[CH2:10][N:11]1[CH:15]=[N:14][CH:13]=[N:12]1.[CH3:19][O:20][C:21]1[CH:26]=[CH:25][C:24]([S:27](Cl)(=[O:29])=[O:28])=[CH:23][CH:22]=1>>[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]([OH:18])([CH2:16][NH:17][S:27]([C:24]1[CH:23]=[CH:22][C:21]([O:20][CH3:19])=[CH:26][CH:25]=1)(=[O:29])=[O:28])[CH2:10][N:11]1[CH:15]=[N:14][CH:13]=[N:12]1

Participants

3

Reactant 2

HCID 74014-Methoxybenzenesulfonyl chlorideHCID 147065211-[3-Amino-2-(2,4-dichlorophenyl)-2-hydroxyprop-1-yl]-1H-1,2,4-triazole

Product 1

HCID 19004259HCID 19004259, compound

Procedure

Following the procedure described in the preceeding examples but using 2-(2,4-dichlorophenyl)-3-amino-1-(1H-1,2,4-triazol-1-yl)propan-2-ol and p-methoxybenzenesulfonylchloride, the title compound was obtained in a similar yield: mp 56°-66° C.; 1H NMR (80 MHz, CDCl3)δ(TMS) 8.0-7.5 (m, 4H, arom), 7.3-6.9 (m, 3H, arom.), 5.24 (br s, 1H, NH), 4.96 (AB system, Δv=0.52, J=14.5 Hz, 2H, CH2 -Tr), 3.85 (s, 3H, OMe), 3.55 (dq, Jd =5.2 Hz, Jq =J=14 Hz, 2H, CH2NH), 2.16 (s, 1H, N=CH), 2.03 (s, 1H, N=CH). Anal calcd. for C18H18Cl2N4O4S: C 47.27%; H 3.97%; N 12.25 %. Found: C 47.56%; H 4.08%; N 12.09%.

Sources & evidence

ORD record
ord-29475c9d4c39409ea906770b82a08b75
Source dataset
uspto-grants-1994_09
Patent number
US05344839

Reaction notes

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