2-Amino-5-chloropyridine → HCID 23345083, compound

HRID 2057747Notes

Reaction equation

HRID 2057747 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([Cl:8])=[CH:4][N:3]=1.[Cl:9][C:10]1[CH:20]=[CH:19][CH:18]=[C:17]([Cl:21])[C:11]=1[C:12]([N:14]=[C:15]=[O:16])=[O:13]>>[Cl:9][C:10]1[CH:20]=[CH:19][CH:18]=[C:17]([Cl:21])[C:11]=1[C:12]([NH:14][C:15]([NH:1][C:2]1[CH:7]=[CH:6][C:5]([Cl:8])=[CH:4][N:3]=1)=[O:16])=[O:13]

Participants

3

Reactant 2

HCID 661742-Amino-5-chloropyridineHCID 129127392,6-Dichlorobenzoyl isocyanate

Product 1

HCID 23345083HCID 23345083, compound

Procedure

A more efficient, novel method of synthesis of the insecticide comprises the steps (a) reacting 2-amino-5-chloropyridine with an equimolar amount of 2,6-dichlorobenzoyl isocyanate in a non-reactive organic solvent to obtain 1-(2,6-dichlorobenzoyl)-3-(5-chloro-2-pyridinyl)urea and (b) reacting this material with hydrogen peroxide in acetic acid to obtain the corresponding N-oxide, as illustrated specifically in Example 2 below.

Workup

  1. customA more efficient, novel method of synthesis of the insecticide

Sources & evidence

ORD record
ord-2568ee1ae0324bc382bf1daff47fa5cd
Source dataset
uspto-grants-1980_07
Patent number
US04212870

Reaction notes

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