2-Methoxyaniline → HCID 835338, compound

HRID 1186640Notes

Reaction equation

HRID 1186640 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(N)=CC=CC=1>>[CH3:21][O:22][C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=1[NH:13][S:10]([C:7]1[CH:8]=[CH:9][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][CH:6]=1)(=[O:12])=[O:11]

Participants

3

Reactant 2

HCID 70002-MethoxyanilineHCID 779038HCID 779038, compound

Product 1

HCID 835338HCID 835338, compoundYield 59%

Procedure

(RK1-1-27C) I This compound was prepared according to the procedure described for compound 11a except using o-anisidine. Recrystallization from DCM/Hexanes obtained the required product as white crystals, (164 mg, 59%). Mp=141-143° C.; 1H NMR (400 MHz, CDCl3) δ 8.24 (d, J=8.8 Hz, 2H), 7.91 (d, J=8.8 Hz, 2H), 7.56 (dd, J=8.0, 1.6 Hz, 1H), 7.11 (td, J=7.9, 1.5 Hz, 1H), 7.02 (br s, 1H), 6.94 (td, J=7.6, 1.2 Hz, 1H), 6.74 (dd, J=8.0, 1.2 Hz, 1H), 3.62 (s, 3H).

Workup

  1. custom(RK1-1-27C) I This compound was prepared
  2. customRecrystallization from DCM/Hexanes

Sources & evidence

ORD record
ord-380e4146f5344bc88750258c7ce141e7
Source dataset
uspto-grants-2014_03
Patent number
US08673910B2

Reaction notes

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