P-Anisidine → N-(4-methoxyphenyl)-4-nitrobenzenesulfonamide

HRID 1186642Notes

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].[CH3:21][O:22]C1C=CC(N)=CC=1>>[CH3:21][O:22][C:17]1[CH:18]=[CH:19][C:14]([NH:13][S:10]([C:7]2[CH:8]=[CH:9][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][CH:6]=2)(=[O:12])=[O:11])=[CH:15][CH:16]=1

Participants

Reactant 2

HCID 7732P-Anisidine

HCID 779038HCID 779038, compound

Product 1

HCID 750280N-(4-methoxyphenyl)-4-nitrobenzenesulfonamide

Procedure

(RK1-1-27E) I This compound was prepared according to the procedure described for compound 11a except using p-anisidine to obtain the required product as a light brown solid. (278 mg, 100%) Mp=173-175° C. (lit 187-189° C., Tetrahedron 62(25), 6100-6106; 2006); 1H NMR (400 MHz, CDCl3) δ 8.28 (d, J=8.8 Hz, 2H), 7.85 (d, J=8.8 Hz, 2H), 6.97 (d, J=9.0 Hz, 2H), 6.80 (d, J=9.0 Hz, 2H), 6.36 (br s, 1H), 3.78 (s, 3H).

Workup

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

Sources & evidence

ORD record: ord-42280d90cb53465a883d5872e8d13800
Source dataset: uspto-grants-2014_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08673910B2

Reaction notes

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