Aniline → 4-Nitro-N-phenylbenzenesulfonamide

HRID 1186637Notes

Reaction equation

HRID 1186637 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([S:10]([NH:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2C)(=[O:12])=[O:11])=[CH:6][CH:5]=1)([O-:3])=[O:2].NC1C=CC=CC=1>>[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([S:10]([NH:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)(=[O:12])=[O:11])=[CH:8][CH:9]=1)([O-:3])=[O:2]

Participants

3

Reactant 2

HCID 6115AnilineHCID 779038HCID 779038, compound

Product 1

HCID 3137214-Nitro-N-phenylbenzenesulfonamideYield 87%

Procedure

(RK1-1-27A) I This compound was prepared according to the procedure described for compound 11a except using aniline to obtain required product as an off-white solid, (222 mg, 87%). Mp=154-156° C. (lit 174-176° C. (Tetrahedron 62(25), 6100-6106; 2006)); 1H NMR (400 MHz, CDCl3) δ 8.28 (d, J=9.2 Hz, 2H), 7.93 (d, J=9.2 Hz, 2H), 7.31-7.26 (m, 2H), 7.22-7.18 (m, 1H), 7.08 (d, J=8.4 Hz, 2H), 6.73 (br s, 1H).

Workup

  1. custom(RK1-1-27A) I This compound was prepared

Sources & evidence

ORD record
ord-01984316a8f643978724edad15757575
Source dataset
uspto-grants-2014_03
Patent number
US08673910B2

Reaction notes

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