4-Amino-2-chlorophenol → 4-(2-(N-methylcarbamoyl)4-pyridyloxy)-3-chloroaniline

HRID 78366

Reaction equation

HRID 78366 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[C:4]([Cl:9])[CH:3]=1.Cl[C:11]1[CH:16]=[CH:15][N:14]=[C:13]([C:17]([NH:19][CH3:20])=[O:18])[CH:12]=1>>[CH3:20][NH:19][C:17]([C:13]1[CH:12]=[C:11]([O:8][C:5]2[CH:6]=[CH:7][C:2]([NH2:1])=[CH:3][C:4]=2[Cl:9])[CH:16]=[CH:15][N:14]=1)=[O:18]

Participants

3

Reactant 2

HCID 775784-Amino-2-chlorophenolHCID 14768144-Chloro-N-methylpicolinamide

Product 1

HCID 236145624-(2-(N-methylcarbamoyl)4-pyridyloxy)-3-chloroaniline

Procedure

Entry 52: According to Method A2, Step 4, 4-amino-2-chlorophenol was reacted with 4-chloro-N-methyl-2-pyridinecarboxamide, which had been synthesized according to Method A2, Step 3b, to give 4-(2-(N-methylcarbamoyl)-4-pyridyloxy)-3-chloroaniline. According to Method C1a, 4-chloro-3-(trifluoromethyl)phenyl isocyanate was reacted with 4-(2-(N-methylcarbamoyl)-4-pyridyloxy)-3-chloroaniline to afford the urea.

Workup

  1. customhad been synthesized

Sources & evidence

ORD record
ord-aee74da1bb3f4b4599e297c262059df5
Source dataset
uspto-grants-2014_09
Patent number
US08841330B2

Linked notes

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