Ammonia → 2,3,5-Trimethylpyridine

HRID 2299278Notes

Reaction equation

HRID 2299278 reaction equation
O=[CH:2]C(=C)C.N.[Al].[P].[B].[N:10]1[CH:15]=[C:14]([CH3:16])[CH:13]=[C:12]([CH3:17])[CH:11]=1>[Zr].C(C(C)=O)C>[N:10]1[CH:15]=[C:14]([CH3:16])[CH:13]=[C:12]([CH3:17])[C:11]=1[CH3:2]

Participants

9

Reactant 6

HCID 222Ammonia2×HCID 6562Methacrolein2×HCID 115653,5-DimethylpyridineHCID 5359268AluminumHCID 5462309Phosphorus2×HCID 5462311Boron

Product 1

HCID 127592,3,5-Trimethylpyridine

Reagents, catalysts & solvents 2

HCID 23995ZirconiumCatalystHCID 6569Methyl Ethyl KetoneSolvent

Procedure

A process comprising reacting methacrolein with ammonia in a gas phase in the presence of a catalyst which comprises silicon and an element such as zirconium, aluminium and/or phosphorus (see JP-A-8-245589), and a process comprising reacting methacrolein and methyl ethyl ketone with ammonia in a gas phase in the presence of an oxide catalyst comprising silicon, phosphorus and/or boron (see JP-A-8-259537). However, the main product of the former process is 3,5-lutidine, while 2,3,5-collidine is obtained in a yield of only 16.5%. In the latter process, 2,3,5-collidine is obtained in a yield of 15 to 37%.

Sources & evidence

ORD record
ord-fca6570586994c2999d80896b591e09f
Source dataset
uspto-grants-2002_12
Patent number
US06495695B2

Reaction notes

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