Ammonia → 4-Amino-3,5,6-trichloro-2-(trichloromethyl)pyridine

HRID 1156580

Reaction equation

[NH2:1]C1C(Cl)=C(Cl)N=C(C(O)=O)C=1Cl.[Cl:14][C:15]([Cl:27])([Cl:26])[C:16]1[C:21]([Cl:22])=[C:20](Cl)[C:19]([Cl:24])=[C:18]([Cl:25])[N:17]=1.N>>[NH2:1][C:20]1[C:19]([Cl:24])=[C:18]([Cl:25])[N:17]=[C:16]([C:15]([Cl:27])([Cl:26])[Cl:14])[C:21]=1[Cl:22]

Participants

Reactant 3

HCID 222Ammonia

HCID 15965Picloram

HCID 70811Pyridine, 2,3,4,5-tetrachloro-6-(trichloromethyl)-

Product 1

HCID 1384024-Amino-3,5,6-trichloro-2-(trichloromethyl)pyridine

Procedure

It is known that 4-amino-3,5,6-trichloropicolinic acid is prepared by a two-step method where heptachloro-2-picoline is aminated with anhydrous liquid ammonia to form 4-amino-hexachloro-2-picoline, an intermediate product that is isolated, and which is in turn hydrolyzed with sulfuric acid to form 4-amino-3,5,6-trichloropicolinic acid. See, for example, Russian Pat. No. 445,662.

Sources & evidence

ORD record: ord-da9c886eb31644f2b2de86976b770d90
Source dataset: uspto-grants-1982_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04336384

Linked notes

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