3-Amino-4-methoxybenzanilide → 4-Methoxy-N-phenyl-3-(3-pyridin-3-yl-thioureido)-benzamide

HRID 1859700Notes

Reaction equation

HRID 1859700 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([CH:14]=[CH:15][C:16]=1[O:17][CH3:18])[C:5]([NH:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)=[O:6].[N:19]1[CH:24]=[CH:23][CH:22]=[C:21]([N:25]=[C:26]=[S:27])[CH:20]=1>>[CH3:18][O:17][C:16]1[CH:15]=[CH:14][C:4]([C:5]([NH:7][C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[O:6])=[CH:3][C:2]=1[NH:1][C:26]([NH:25][C:21]1[CH:20]=[N:19][CH:24]=[CH:23][CH:22]=1)=[S:27]

Participants

3

Reactant 2

HCID 84263-Amino-4-methoxybenzanilideHCID 27372423-Pyridyl isothiocyanate

Product 1

HCID 865838104-Methoxy-N-phenyl-3-(3-pyridin-3-yl-thioureido)-benzamideYield 95.2%

Procedure

Prepared according to the procedure described for Example 60 using 3-amino-4-methoxy-N-phenyl-benzamide (0.972 g, 4.00 mmol) and 3-pyridyl isothiocyanate (0.565 g, 4.15 mmol). Trituration in hexanes/ethyl acetate (3:2) gave the product (1.441 g); m.p. 178-179° C.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-4e7a14ede876467fa7013f06eda87c03
Source dataset
uspto-grants-2003_03
Patent number
US06528528B2

Reaction notes

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