3,4,5-Trimethoxyaniline → N-(3,4,5-Trimethoxyphenyl)-4-(methylthio)benzenecarboximidamide

HRID 901904Notes

Reaction equation

HRID 901904 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][O:12][C:13]1[CH:14]=[C:15]([CH:17]=[C:18]([O:22][CH3:23])[C:19]=1[O:20][CH3:21])[NH2:16]>>[CH3:23][O:22][C:18]1[CH:17]=[C:15]([NH:16][C:7]([C:6]2[CH:9]=[CH:10][C:3]([S:2][CH3:1])=[CH:4][CH:5]=2)=[NH:8])[CH:14]=[C:13]([O:12][CH3:11])[C:19]=1[O:20][CH3:21]

Participants

3

Reactant 2

HCID 322853,4,5-TrimethoxyanilineHCID 5909604-(Methylthio)benzonitrile

Product 1

HCID 178493220N-(3,4,5-Trimethoxyphenyl)-4-(methylthio)benzenecarboximidamide

Procedure

The title compound was prepared from 4-methylthiobenzonitrile (4.1 g, 27 mmol) and 3,4,5-trimethoxyaniline (5 g, 27 mmol) by following the procedure described in preparation 10 (7.8 g, yield 86.32%). 1H-NMR (CDCl3):δ 2.51 (s, 3H), 3.8 (s, 9H), 4.9 (bs, 2H, D2O exchangeable), 6.23 (s, 2H), 7.24-7.30 (m, 2H), 7.78-7.8 (d, 2H). MS m/z:333.5 (M+).

Sources & evidence

ORD record
ord-60503023062e4b44b786bb3c4ee2f99c
Source dataset
uspto-grants-2008_04
Patent number
US07365069B2

Reaction notes

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