Aniline → 3-Phenylaminomethyl piperidine-2,6-dione

HRID 430957Notes

Reaction equation

HRID 430957 reaction equation
C(N(CC)CC)C.[NH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.[CH2:15]=[C:16]1[CH2:21][CH2:20][C:19](=[O:22])[NH:18][C:17]1=[O:23]>C(#N)C>[C:9]1([NH:8][CH2:15][CH:16]2[CH2:21][CH2:20][C:19](=[O:22])[NH:18][C:17]2=[O:23])[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

Participants

5

Reactant 3

HCID 6115AnilineHCID 8471TriethylamineHCID 35940434573-74-5

Product 1

HCID 187626573-Phenylaminomethyl piperidine-2,6-dione

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
80 °C

Procedure

30 ml absolute triethylamine and 2.75 ml freshly distilled aniline were added to a solution of 1.25 g 3-methylene piperidine-2,6-dione (M. J. Wanner and G. -J. Koomen, Tetrahedron Lett. 1992, 33, 1513-1516) in 100 ml acetonitrile and the mixture was stirred for 16 h at 80° C.

Sources & evidence

ORD record
ord-e8e2a509f94d46bb9dc96a4cb619f9ba
Source dataset
uspto-grants-2003_12
Patent number
US06656937B2

Reaction notes

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