N-Acetylimidazolidinone → HCID 18476199, compound

HRID 2187663Notes

Reaction equation

HRID 2187663 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[C:6]([CH3:18])=[CH:5]2.C([N:22]1[CH2:26][CH2:25][NH:24][C:23]1=O)(=O)C>P(Cl)(Cl)(Cl)=O>[ClH:1].[NH:24]1[CH2:25][CH2:26][N:22]=[C:23]1[C:5]1[C:4]2[C:8](=[CH:9][CH:10]=[C:2]([Cl:1])[CH:3]=2)[N:7]([CH2:11][C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=2)[C:6]=1[CH3:18]

Participants

4

Reactant 2

HCID 79350N-AcetylimidazolidinoneHCID 18476208HCID 18476208, compound

Product 1

HCID 18476199HCID 18476199, compoundYield 36.1%

Reagents, catalysts & solvents 1

HCID 24813Phosphorus oxychlorideSolvent

Procedure

2.56 g (10 mmol) 5-chloro-2-methyl-1-benzylindole was treated with 1.28 g (10 mmol) 1-acetyl-imidazolidin-2-one and 10 ml phosphorous oxychloride as described in Example 89, Step 1 to give 0.65 g (18%) 3-(4,5-dihydro-1H-imidazol-2-yl)-5-chloro-2-methyl-1-benzyl-1H-indole Hydrochloride, mp: 273-275°, MS (Ei 70 eV) m/Z M+323.

Sources & evidence

ORD record
ord-10a0621a28f64349b93829dd6237bc4e
Source dataset
uspto-grants-2002_06
Patent number
US06410562B1

Reaction notes

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