2-Amino-6-methylpyridine → 2-Amino-5-chloro-6-methylpyridine

HRID 1918205Notes

Reaction equation

[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH3:8])[N:3]=1.[Cl:9]N1C(=O)CCC1=O>>[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([Cl:9])=[C:4]([CH3:8])[N:3]=1

Participants

Reactant 2

HCID 157652-Amino-6-methylpyridine

HCID 31398Chlorosuccinimide

Product 1

HCID 122510072-Amino-5-chloro-6-methylpyridine

Procedure

In the manner described above in Example BBM-001-065, 2-amino-6-picoline, Acros Organics (1.08 g, 0.01 mol) is treated with N-chlorosuccinimide to give 2-amino-5-chloro-6-methylpyridine as a light-yellow solid (MP 73-74° C.).

Sources & evidence

ORD record: ord-471a9d0ee72b4752a6c1baadedda827f
Source dataset: uspto-grants-2013_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08618302B2

Reaction notes

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