2,4-Dimethylaniline → HCID 178503191, compound

HRID 901910Notes

Reaction equation

HRID 901910 reaction equation
[CH3:1][S:2][C:3]1[CH:10]=[CH:9][C:6]([C:7]#[N:8])=[CH:5][CH:4]=1.[CH3:11][C:12]1[CH:18]=[C:17]([CH3:19])[CH:16]=[CH:15][C:13]=1[NH2:14]>>[CH3:11][C:12]1[CH:18]=[C:17]([CH3:19])[CH:16]=[CH:15][C:13]=1[NH:14][C:7]([C:6]1[CH:9]=[CH:10][C:3]([S:2][CH3:1])=[CH:4][CH:5]=1)=[NH:8]

Participants

3

Reactant 2

HCID 72502,4-DimethylanilineHCID 5909604-(Methylthio)benzonitrile

Product 1

HCID 178503191HCID 178503191, compoundYield 75.2%

Procedure

The title compound was prepared from 4-methylthiobenzonitrile (18.46 g, 123 mmol) and 2,4-dimethylaniline (15 g, 123 mmol) by following the procedure described in preparation 10 (25.17 g, yield 75.2%, purity 99% by HPLC). 1H-NMR (CDCl3):δ 2.16 (s, 3H), 2.31 (s, 3H), 2.53 (s, 3H), 4.5 (bs, 2H, D2O exchangeable), 6.76-6.78 (d, 1H), 6.98-7.0 (d, 1H), 7.05 (s, 1H), 7.27-7.31 (m, 2H), 7.81-7.83 (d, 2H). MS m/z:271.3 (M+).

Workup

  1. customdescribed in preparation 10 (25.17 g, yield 75.2%, purity 99% by HPLC)

Sources & evidence

ORD record
ord-b71f21fd2266449093e58dc277532062
Source dataset
uspto-grants-2008_04
Patent number
US07365069B2

Reaction notes

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