3-Amino-4-methoxybenzanilide → 3-[3-(3-Cyanophenyl)-thioureido]-4-methoxy-N-phenyl-benzamide

HRID 1859694Notes

Reaction equation

HRID 1859694 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].[C:19]([C:21]1[CH:22]=[C:23]([N:27]=[C:28]=[S:29])[CH:24]=[CH:25][CH:26]=1)#[N:20]>C(OCC)(=O)C.ClCCl>[C:19]([C:21]1[CH:22]=[C:23]([NH:27][C:28](=[S:29])[NH:1][C:2]2[CH:3]=[C:4]([CH:14]=[CH:15][C:16]=2[O:17][CH3:18])[C:5]([NH:7][C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[O:6])[CH:24]=[CH:25][CH:26]=1)#[N:20]

Participants

4

Reactant 2

HCID 84263-Amino-4-methoxybenzanilideHCID 765783-Cyanophenyl isothiocyanate

Product 1

HCID 541536203-[3-(3-Cyanophenyl)-thioureido]-4-methoxy-N-phenyl-benzamideYield 84.4%

Reagents, catalysts & solvents 1

HCID 21226138Dichloromethane ethylacetateSolvent

Procedure

Prepared according to the procedure described for Example 60 using 3-amino-4-methoxy-N-phenyl-benzamide (0.972 g, 4.0 mmol) and 3-cyanophenyl isothiocyanate (0.649 g, 4.0 mmol). Trituration in boiling ethyl acetate/dichloromethane (1:1) gave the product (1.358 g); m.p. 183-185° C.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-c9b8a552da0148b6937160c1e9b3f4b9
Source dataset
uspto-grants-2003_03
Patent number
US06528528B2

Reaction notes

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