Ammonia → 2,6-Bis(tert-butylamino)-4-methylpyridin-3-yl methyl ketone
Reaction equation
[NH3:1].Cl([O-])(=O)(=O)=O.[C:7]([N+:11]1[O:12][C:13]([CH3:16])=[CH:14][CH:15]=1)([CH3:10])([CH3:9])[CH3:8]>C(Cl)Cl>[C:13]([C:14]1[C:15]([NH:11][C:7]([CH3:10])([CH3:9])[CH3:8])=[N:1][C:15]([NH:11][C:7]([CH3:10])([CH3:9])[CH3:8])=[CH:14][C:13]=1[CH3:16])(=[O:12])[CH3:16]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- -30 °C
Procedure
About 60 ml. of anhydrous ammonia were condensed into a flask containing 60 ml. of methylene chloride. The reaction mixture was maintained at a temperature not in excess of -30° C. under nitrogen and a solution of 50 g. of 2-t-butyl-5-methylisoxazolium perchlorate in 100 ml. of methylene chloride was added rapidly. The reaction mixture was allowed to come to room temperature and stirred for 4 days at room temperature. The methylene chloride was then removed at reduced pressure to obtain a gummy solid which was triturated with water to obtain a yellow solid. Recrystallization of the yellow solid from methanol/water yielded the product, m.p. 128°-129° C. Its spectra were identical with those of the product of Example 4(a).
Workup
- customcondensed into a flask
- additioncontaining 60 ml
- customto come to room temperature
- customThe methylene chloride was then removed at reduced pressure
- customto obtain a gummy solid which
- customwas triturated with water
- customto obtain a yellow solid
- customRecrystallization of the yellow solid from methanol/water
- customyielded the product, m.p. 128°-129° C
Sources & evidence
- ORD record
- ord-6b88ba352595409b8da1f8c7c71b30f3
- Source dataset
- uspto-grants-1977_10
- Patent number
- US04052510
Reaction notes
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