2-Nitro-4-(trifluoromethyl)benzene-1-sulfonyl chloride → HCID 18957993, compound

HRID 2225449Notes

Reaction equation

HRID 2225449 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.[N+:19]([C:22]1[CH:27]=[C:26]([C:28]([F:31])([F:30])[F:29])[CH:25]=[CH:24][C:23]=1[S:32](Cl)(=[O:34])=[O:33])([O-:21])=[O:20]>>[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:32]([C:23]1[CH:24]=[CH:25][C:26]([C:28]([F:30])([F:31])[F:29])=[CH:27][C:22]=1[N+:19]([O-:21])=[O:20])(=[O:33])=[O:34])[CH2:10][N:11]1[CH:15]=[N:14][CH:13]=[N:12]1

Participants

3

Reactant 2

HCID 27757802-Nitro-4-(trifluoromethyl)benzene-1-sulfonyl chlorideHCID 147065211-[3-Amino-2-(2,4-dichlorophenyl)-2-hydroxyprop-1-yl]-1H-1,2,4-triazole

Product 1

HCID 18957993HCID 18957993, 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 2-nitro-4-trifluromethylbenzenesulfonylchloride, the title compound was obtained in a similar yield: mp 97°-105° C.; 1H NMR (80 MHz, CDCl3)δ(TMS) 8.4-7.7 (m, 4H, arom), 7.6-6.9 (m, 3H, arom.), 6.03 (br, t, J=5 Hz, 1H, NH), 4.98 (AB system, Δv=0.66, J=14.5 Hz, 2H, CH2 -Tr), 3.87 (d, J=6Hz, 2H, CH2NH). Anal calcd. for C18H14Cl2F3N5O5S; C 40.01%; H 2.61%; N 12.96%. Found: C 40.34%; H 2.84%; N 12.57%.

Sources & evidence

ORD record
ord-7f1f0c037abc4ddabb452d076b2b0a23
Source dataset
uspto-grants-1994_09
Patent number
US05344839

Reaction notes

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