Ammonia → 2-Amino-3,6-dichloro-5-trifluoromethylpyridine

HRID 1290138Notes

Reaction equation

[Cl:1][C:2]1[C:7]([C:8]([F:11])([F:10])[F:9])=[CH:6][C:5]([Cl:12])=[C:4](OC)[N:3]=1.[NH3:15]>>[NH2:15][C:4]1[C:5]([Cl:12])=[CH:6][C:7]([C:8]([F:11])([F:10])[F:9])=[C:2]([Cl:1])[N:3]=1

Participants

Reactant 2

HCID 222Ammonia

HCID 186895102,5-Dichloro-6-methoxy-3-trifluoromethylpyridine

Product 1

HCID 130641542-Amino-3,6-dichloro-5-trifluoromethylpyridine

Procedure

If, in contrast, the novel 2,5-dichloro-6-methoxy-3-trifluoromethylpyridine is reacted with ammonia, the undesired 2-amino-3,6-dichloro-5-trifluoromethylpyridine is predominantly formed while the methoxy group is lost.

Sources & evidence

ORD record: ord-405f63be2b7e4091b041156611df823b
Source dataset: uspto-grants-1998_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05750705

Reaction notes

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