4-Amino-N-(2-methylphenyl)benzenesulfonamide → 4-Amino-N-(4-methoxyphenyl)benzenesulfonamide

HRID 1186647Notes

Reaction equation

HRID 1186647 reaction equation
NC1C=CC(S(NC2C=CC=CC=2C)(=O)=O)=CC=1.[CH3:19][O:20][C:21]1[CH:26]=[CH:25][C:24]([NH:27][S:28]([C:31]2[CH:36]=[CH:35][C:34]([N+:37]([O-])=O)=[CH:33][CH:32]=2)(=[O:30])=[O:29])=[CH:23][CH:22]=1>>[NH2:37][C:34]1[CH:35]=[CH:36][C:31]([S:28]([NH:27][C:24]2[CH:25]=[CH:26][C:21]([O:20][CH3:19])=[CH:22][CH:23]=2)(=[O:29])=[O:30])=[CH:32][CH:33]=1

Participants

3

Reactant 2

HCID 5935694-Amino-N-(2-methylphenyl)benzenesulfonamideHCID 750280N-(4-methoxyphenyl)-4-nitrobenzenesulfonamide

Product 1

HCID 5789754-Amino-N-(4-methoxyphenyl)benzenesulfonamideYield 79%

Procedure

(RK1-1-27E II) I This compound was prepared according to the procedure described for compound 12a except using 11g to obtain the required product as a light yellow solid, (197 mg, 79%). Mp: not determined; 1H NMR. (400 MHz, CDCl3) δ 7.45 (d, J=9.0 Hz, 2H), 6.96 (d, J=8.8 Hz, 2H), 6.76 (d, J=9.0 Hz, 2H), 6.58 (d, J=8.8 Hz, 2H), 6.09 (br s, 1H), 4.07 (br s, 2H), 3.76 (s, 3H).

Sources & evidence

ORD record
ord-7c000ce7d046416babd55b82c41da160
Source dataset
uspto-grants-2014_03
Patent number
US08673910B2

Reaction notes

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