Ethanesulfonyl chloride → HCID 18958000, compound

HRID 2225453Notes

Reaction equation

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

Participants

Reactant 2

HCID 11667Ethanesulfonyl chloride

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

Product 1

HCID 18958000HCID 18958000, compound

Procedure

Following the procedure described in example 1 but using 3-amino-2-(2,4-dichlorophenyl)-1-(1H-1,2,4-triazol-1-yl)propan-2-ol and ethanesulfonylchloride, the title compound was obtained in a similar yield: mp 144°-145° C.; 1H NMR (80 MHz, CDCl3)δ(TMS) 7.96 (s, 1H, CH=N), 7.83 (s, 1H, CH=N), 7.62 (d, J=8.5 Hz, 1H, arom), 7.4-7.1 (m, 2H, atom), 5.00 (AB system, Δv=0.56, J=14.5 Hz, 2H, CH2 -Tr), 4.79 (t, J=6.4 Hz, 1H, NH), 4.1-3.5 (m, 2H, CH2NH 3.00 (q, J=7.5 Hz, 2H, Et), 1.29 (t, J=7.5 Hz, 3H, Et). Anal calcd. for C13H16Cl2N4O3S: C 41.17%; H 4.25%; N 14.77%. Found: C 41.24%; H 4.27%; N 14.48%.

Sources & evidence

ORD record: ord-3015732892be4be9b2698f41f8202022
Source dataset: uspto-grants-1994_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05344839

Reaction notes

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