Phosphorus oxychloride → 2-(2,6-Diethyl-3-methylanilino)-2-imidazoline

HRID 260383

Reaction equation

[CH2:1]([C:3]1[C:9]([CH3:10])=[CH:8][CH:7]=[C:6]([CH2:11][CH3:12])[C:4]=1[NH2:5])[CH3:2].C([N:16]1[CH2:20][CH2:19][NH:18][C:17]1=O)(=O)C.O=P(Cl)(Cl)Cl>>[CH2:1]([C:3]1[C:9]([CH3:10])=[CH:8][CH:7]=[C:6]([CH2:11][CH3:12])[C:4]=1[NH:5][C:17]1[NH:18][CH2:19][CH2:20][N:16]=1)[CH3:2]

Participants

Reactant 3

HCID 24813Phosphorus oxychloride

HCID 79350N-Acetylimidazolidinone

HCID 144235m-Toluidine, 2,6-diethyl-

Product 1

HCID 224015932-(2,6-Diethyl-3-methylanilino)-2-imidazoline

Procedure

2,6-Diethyl-3-methyl aniline is reacted with N-acetyl-2-imidazolidinone in the presence of POCl3 to produce the imidazoline. This intermediate is treated with sodium hydroxide and water to remove the acetyl group and yield the name compound (VI).

Sources & evidence

ORD record: ord-269305ddd5f9418ea022ac43d34bd89e
Source dataset: uspto-grants-1996_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05527830

Linked notes

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