4-(Trifluoromethyl)benzenesulfonyl chloride → HCID 18957986, compound

HRID 2225459Notes

Reaction equation

HRID 2225459 reaction equation
[NH2:1][CH2:2][C:3]([C:11]1[CH:16]=[CH:15][C:14]([F:17])=[CH:13][C:12]=1[F:18])([OH:10])[CH2:4][N:5]1[CH:9]=[N:8][CH:7]=[N:6]1.[F:19][C:20]([F:32])([F:31])[C:21]1[CH:26]=[CH:25][C:24]([S:27](Cl)(=[O:29])=[O:28])=[CH:23][CH:22]=1>>[F:18][C:12]1[CH:13]=[C:14]([F:17])[CH:15]=[CH:16][C:11]=1[C:3]([OH:10])([CH2:2][NH:1][S:27]([C:24]1[CH:23]=[CH:22][C:21]([C:20]([F:19])([F:31])[F:32])=[CH:26][CH:25]=1)(=[O:29])=[O:28])[CH2:4][N:5]1[CH:9]=[N:8][CH:7]=[N:6]1

Participants

3

Reactant 2

HCID 27773994-(Trifluoromethyl)benzenesulfonyl chlorideHCID 14706520HCID 14706520, compound

Product 1

HCID 18957986HCID 18957986, compound

Procedure

Following the procedure described in the preceeding examples but using 3-amino-2-(2,4-difluorophenyl)-1-(1H-1,2,4-triazol-1-yl)propan-2-ol and 4-trifluoromethylbenzenesulfonylchloride, the title compound was obtained in a similar yield: mp 161°-162° C.; 1H NMR (80 MHz, CDCl3)δ(TMS) 8.04 (s, 1H, N=CH), 7.77 (s, 1H, N=CH), 8.0-6.5 (m, 7H, atom), 5.35 (br t, 1H, NH), 4.75 (AB system, Δv=0.098, J=14.6 Hz, 2H, CH2 -Tr), 3.8-3.1 (m, 2H, NCH2). Anal. calcd. for C18H15F5N4O3S: C 46.76%; H 3.27%; N 12.12%. Found: C 47.04%; H 3.29%; N 12.07%.

Sources & evidence

ORD record
ord-7029cbc4aed043aaad3bd2a7196deca3
Source dataset
uspto-grants-1994_09
Patent number
US05344839

Reaction notes

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