3-Methoxyaniline → HCID 835338, compound

HRID 1186641Notes

Reaction equation

HRID 1186641 reaction equation
CO[C:3]1[CH:4]=[C:5]([NH:9][S:10]([C:13]2[CH:18]=[CH:17][C:16]([N+:19]([O-:21])=[O:20])=[CH:15][CH:14]=2)(=[O:12])=[O:11])[CH:6]=[CH:7][CH:8]=1.[N+](C1C=CC(S(NC2C=CC=CC=2C)(=O)=O)=CC=1)([O-])=O.[CH3:42][O:43]C1C=CC=C(N)C=1>>[CH3:42][O:43][C:4]1[CH:3]=[CH:8][CH:7]=[CH:6][C:5]=1[NH:9][S:10]([C:13]1[CH:14]=[CH:15][C:16]([N+:19]([O-:21])=[O:20])=[CH:17][CH:18]=1)(=[O:11])=[O:12]

Participants

4

Reactant 3

HCID 108243-MethoxyanilineHCID 779038HCID 779038, compoundHCID 819756HCID 819756, compound

Product 1

HCID 835338HCID 835338, compoundYield 73%

Procedure

N-(3-methoxy-phenyl)-4-nitro-benzenesulfonamide (RK1-1-27D) I This compound was prepared according to the procedure described for compound 11a except using m-anisidine. Recrystallization from DCM/Hexanes obtained the required product as brown-yellow needles (202 mg, 73%). Mp=96-98° C.; 1H NMR (400 MHz, CDCl3) δ 8.29 (d, J=9.0 Hz, 2H), 7.94 (d, J=9.0 Hz, 2H), 7.16 (t, J=8.0 Hz, 1H), 6.73-6.70 (m, 2H), 6.60-6.58 (m, 2H), 3.76 (s, 3H).

Workup

  1. customRecrystallization from DCM/Hexanes

Sources & evidence

ORD record
ord-e31fc0529a614565a9fe1bbeada33c21
Source dataset
uspto-grants-2014_03
Patent number
US08673910B2

Reaction notes

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