p-Toluidine → HCID 178503190, compound

HRID 901899Notes

Reaction equation

HRID 901899 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]=[CH:17][C:15]([NH2:16])=[CH:14][CH:13]=1>>[CH3:11][C:12]1[CH:18]=[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][CH:13]=1

Participants

3

Reactant 2

HCID 7813p-ToluidineHCID 5909604-(Methylthio)benzonitrile

Product 1

HCID 178503190HCID 178503190, compound

Procedure

The title compound was prepared from 4-methylthiobenzonitrile (2.50 g, 16.78 mmol) and 4-methylaniline (1.789 g, 16.78 mmol) by following the procedure described in preparation 1, (2.05 g, 47.6%, purity 79% by HPLC), mp 143-145° C. 1H-NMR (CDCl3):δ 2.33 (s, 3H), 2.52 (s, 3H), 4.75 (bs, 2H, D2O exchangeable), 6.87-6.89 (d, 2H), 7.14-7.16 (d, 2H), 7.27-7.29 (d, 2H), 7.7-7.79 (d, 2H). MS m/z: 257.1(M+).

Workup

  1. customdescribed in preparation 1, (2.05 g, 47.6%, purity 79% by HPLC), mp 143-145° C

Sources & evidence

ORD record
ord-dd0ba0eb7fc740549b1aa1a5b738a7c2
Source dataset
uspto-grants-2008_04
Patent number
US07365069B2

Reaction notes

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