2-Naphthalenesulfonyl chloride → HCID 19004254, compound

HRID 2225458Notes

Reaction equation

HRID 2225458 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.[CH:19]1[C:28]2[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=2)[CH:22]=[CH:21][C:20]=1[S:29](Cl)(=[O:31])=[O:30]>>[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:29]([C:20]1[CH:21]=[CH:22][C:23]2[C:28](=[CH:27][CH:26]=[CH:25][CH:24]=2)[CH:19]=1)(=[O:31])=[O:30])[CH2:4][N:5]1[CH:9]=[N:8][CH:7]=[N:6]1

Participants

3

Reactant 2

HCID 71252-Naphthalenesulfonyl chlorideHCID 147065211-[3-Amino-2-(2,4-dichlorophenyl)-2-hydroxyprop-1-yl]-1H-1,2,4-triazole

Product 1

HCID 19004254HCID 19004254, compound

Procedure

Following the procedure described in the preceeding examples but using 3-amino-2-(2,4-dichlorophenyl)-1-(1H-1,2,4-triazol-1-yl)propan-2-ol and 2-naphtalenesulfonylchloride, the title compound was obtained in a similar yield: mp 179°-180° C.; 1H NMR (80 MHz, CDCl3)δ(TMS) 8.34 (s, 1H, arom), 8.0-7.0 (m, 11H, arom, CH=N), 5.39 (t, J=6.5 Hz, 1H, NH), 4.95 (AB system, Δv=0.55, J=14.5 Hz, 2H, CH2 -Tr), 3.63 (double AB system, Δv=0.30, Jd=6.5 Hz, J=13.5 Hz, 2H, NCH2). Anal. calcd. for C21H18Cl2N4O3S: C 52.84%; H 3.80%; N 11.74%. Found: C 52.82%; H 3.98%; N 11.42%.

Sources & evidence

ORD record
ord-5c2d0c0762a9437bba3bda5a8930da43
Source dataset
uspto-grants-1994_09
Patent number
US05344839

Reaction notes

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