3,5-Bis(trifluoromethyl)benzenesulphonyl chloride → Benzhydrol 2-[2-(octylsulfonamido)phenoxy]benzoate

HRID 1077978Notes

Reaction equation

HRID 1077978 reaction equation
[CH:1]([OH:14])([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH2:15][C:16]1[CH:31]=[C:30](C(F)(F)F)[CH:29]=[CH:28][C:17]=1[O:18][C:19]1[CH:27]=[CH:26][CH:25]=[CH:24][C:20]=1[C:21]([O-:23])=[O:22].FC(F)(F)[C:38]1[CH:39]=[C:40]([S:48](Cl)(=[O:50])=[O:49])[CH:41]=[C:42](C(F)(F)F)[CH:43]=1>>[CH:1]([OH:14])([C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:40]([S:48]([NH:15][C:16]1[CH:31]=[CH:30][CH:29]=[CH:28][C:17]=1[O:18][C:19]1[CH:27]=[CH:26][CH:25]=[CH:24][C:20]=1[C:21]([O-:23])=[O:22])(=[O:49])=[O:50])[CH2:41][CH2:42][CH2:43][CH2:38][CH2:39][CH2:1][CH3:2]

Participants

3

Reactant 2

HCID 5209453,5-Bis(trifluoromethyl)benzenesulphonyl chlorideHCID 131719119Benzhydrol 2-(2-amino-4-trifluoromethylphenoxy)benzoate

Product 1

HCID 131719491Benzhydrol 2-[2-(octylsulfonamido)phenoxy]benzoate

Procedure

Following the procedure of Example 1(e) except substituting benzhydrol 2-(2-aminophenoxy)benzoate for benzhydrol 2-(2-amino-4-trifluoromethylphenoxy)benzoate and substituting 1-octanesulfonyl chloride for 3,5-bis(trifluoromethyl)benzenesulfonyl chloride, the title compound was obtained as a white solid. 1H NMR (250 MHz, CDCl3) δ8.01 (dd, 1H), 7.64 (dd, 1H), 7.47-7.52 (m, 2H), 7.00-7.33 (m, 14H), 6.85 (dd, 1H), 6.53 (dd, 1H), 2.88-2.95 (m, 2H), 1.65-1.69 (m, 2H), 1.18-1.25 (m, 10H), 0.85 (t, 3H).

Sources & evidence

ORD record
ord-a88521aa7d434315a74cca7d01cb3706
Source dataset
uspto-grants-1996_08
Patent number
US05545669

Reaction notes

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