Chlorine → HCID 18988852, compound

HRID 2396315Notes

Reaction equation

HRID 2396315 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([F:11])([F:10])[F:9])=[CH:4][N:3]=1.[NH2:12][C:13]1[CH:18]=[CH:17][C:16]([N+:19]([O-:21])=[O:20])=[CH:15][N:14]=1.[NH2:22][C:23]1[CH:28]=[CH:27][C:26]([C:29]#[N:30])=[CH:25][N:24]=1.[Cl:31]Cl>>[Cl:31][NH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([F:9])([F:11])[F:10])=[CH:4][N:3]=1.[Cl:31][NH:12][C:13]1[CH:18]=[CH:17][C:16]([N+:19]([O-:21])=[O:20])=[CH:15][N:14]=1.[Cl:31][NH:22][C:23]1[CH:28]=[CH:27][C:26]([C:29]#[N:30])=[CH:25][N:24]=1

Participants

7

Reactant 4

HCID 24526ChlorineHCID 778882-Amino-5-nitropyridineHCID 7358622-Amino-5-(trifluoromethyl)pyridineHCID 8182602-Amino-5-cyanopyridine

Product 3

HCID 18988852HCID 18988852, compoundHCID 189888542-Chloroamino-5-trifluoromethylpyridineHCID 18988868HCID 18988868, compound

Procedure

The method according to claim 1, wherein 2-amino-5-trifluoromethylpyridine, 2-amino-5-nitropyridine or 2-amino-5-cyanopyridine is reacted with chlorine to form 2-chloroamino-5-trifluoromethylpyridine, 2-chloroamino-5-nitropyridine or 2-chloroamino-5-cyanopyridine, respectively, which is then subjected to a rearrangement reaction in the presence of at least one carboxylic acid selected from the group consisting of formic acid, acetic acid and propionic acid, to obtain 2-amino-3-chloro-5-trifluoromethylpyridine, 2-amino-3-chloro-5-nitropyridine or 2-amino-3-chloro-5-cyanopyridine.

Sources & evidence

ORD record
ord-ef5b93be69f24b6788132da53b22b041
Source dataset
uspto-grants-1996_02
Patent number
US05491239

Reaction notes

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