3,4-Dimethylaniline → HCID 178426511, compound

HRID 901903

Reaction equation

HRID 901903 reaction equation
[CH3:1][S:2]([C:5]1[CH:12]=[CH:11][C:8]([C:9]#[N:10])=[CH:7][CH:6]=1)(=[O:4])=[O:3].[CH3:13][C:14]1[CH:15]=[C:16]([CH:18]=[CH:19][C:20]=1[CH3:21])[NH2:17]>>[CH3:13][C:14]1[CH:15]=[C:16]([NH:17][C:9]([C:8]2[CH:7]=[CH:6][C:5]([S:2]([CH3:1])(=[O:4])=[O:3])=[CH:12][CH:11]=2)=[NH:10])[CH:18]=[CH:19][C:20]=1[CH3:21]

Participants

3

Reactant 2

HCID 72483,4-DimethylanilineHCID 5199814-(Methylsulfonyl)benzonitrile

Product 1

HCID 178426511HCID 178426511, compoundYield 45%

Procedure

The title compound was prepared from 4-methylsulfonylbenzonitrile (5.0 g, 28 mmol) and 3,4-dimethylaniline (3.36 g, 28 mmol) by following the procedure described in preparation 1 (3.75 g, yield 45%, purity 97.1% by HPLC). 1H-NMR (CDCl3):δ 2.25-2.26 (d, 6H), 3.07 (s, 3H), 4.91 (bs, 2H, D2O exchangeable), 6.71-6.73 (m, 1H), 6.78 (s, 1H), 7.12-7.14 (d, 1H), 8-8.02 (d, 2H), 8.07-8.09 (d, 2H). MS m/z:303.2 (M+).

Workup

  1. customdescribed in preparation 1 (3.75 g, yield 45%, purity 97.1% by HPLC)

Sources & evidence

ORD record
ord-f7ce2b67b72a4bc3868e4d22563141db
Source dataset
uspto-grants-2008_04
Patent number
US07365069B2

Linked notes

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