4-Tert-Butylaniline → HCID 178503193, compound

HRID 901912Notes

Reaction equation

HRID 901912 reaction equation
[CH3:1][S:2][C:3]1[CH:10]=[CH:9][C:6]([C:7]#[N:8])=[CH:5][CH:4]=1.[C:11]([C:15]1[CH:21]=[CH:20][C:18]([NH2:19])=[CH:17][CH:16]=1)([CH3:14])([CH3:13])[CH3:12]>>[C:11]([C:15]1[CH:16]=[CH:17][C:18]([NH:19][C:7]([C:6]2[CH:9]=[CH:10][C:3]([S:2][CH3:1])=[CH:4][CH:5]=2)=[NH:8])=[CH:20][CH:21]=1)([CH3:14])([CH3:12])[CH3:13]

Participants

3

Reactant 2

HCID 698614-Tert-ButylanilineHCID 5909604-(Methylthio)benzonitrile

Product 1

HCID 178503193HCID 178503193, compoundYield 62.13%

Procedure

The title compound was prepared from 4-methylthiobenzonitrile (1 g, 6.7 mmol) and 4-tert-butylaniline (1 g, 6.7 mmol) by following the procedure described in preparation 10 (1.24 g, yield 62.13%, purity 98.67% by HPLC). 1H-NMR (CDCl3):δ 1.32 (s, 9H), 2.51 (s, 3H), 4.81 (bs, 2H, D2O exchangeable), 6.90-6.92 (d, 2H), 7.26-7.29 (m, 2H), 7.35-7.37 (m, 2H), 7.78-7.8 (d, 2H). MS m/z:299.4 (M+).

Workup

  1. customdescribed in preparation 10 (1.24 g, yield 62.13%, purity 98.67% by HPLC)

Sources & evidence

ORD record
ord-f9092ccdd6854c3d8ab199e429c5c4f3
Source dataset
uspto-grants-2008_04
Patent number
US07365069B2

Reaction notes

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