1,3-Dimethyl-2-imidazolidinone → HCID 486457, compound

HRID 2292715Notes

Reaction equation

HRID 2292715 reaction equation
[NH2:1][CH:2]([C:6]1[C:11]([Cl:12])=[CH:10][CH:9]=[CH:8][C:7]=1[Cl:13])[C:3]([NH2:5])=[O:4].F[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[N+:21]([O-:23])=[O:22].CN1CCN(C)C1=O>>[Cl:13][C:7]1[CH:8]=[CH:9][CH:10]=[C:11]([Cl:12])[C:6]=1[CH:2]([NH:1][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[N+:21]([O-:23])=[O:22])[C:3]([NH2:5])=[O:4]

Participants

4

Reactant 3

HCID 66611,3-Dimethyl-2-imidazolidinoneHCID 738951-Fluoro-2-nitrobenzeneHCID 15300852HCID 15300852, compound

Product 1

HCID 486457HCID 486457, compound

Conditions

Temperature
140 °C

Procedure

A mixture of 0.092 parts of α-amino-2,6-dichlorobenzeneacetamide, 0.032 parts of 2-fluoronitrobenzene and 1 part of 1,3-dimethyl-2-imidazolidinone was stirred for 6 hours at 140° C. The product was extracted and the extract was dried, filtered and evaporated at 100° C. and 133-266 Pa. The residue was purified by column chromatography (HPCL, silica gel; CH2Cl2CH3OH 99:1→90:10), yielding 0.12 parts of (-)-2,6-dichloro-α-[(2-nitrophenyl)amino]benzeneacetamide (e.e.=90%).

Workup

  1. extractionThe product was extracted
  2. customthe extract was dried
  3. filtrationfiltered
  4. customevaporated at 100° C.
  5. customThe residue was purified by column chromatography (HPCL, silica gel; CH2Cl2CH3OH 99:1→90:10)

Sources & evidence

ORD record
ord-b970dc01f5844bfbaec70342fc281d42
Source dataset
uspto-grants-1997_11
Patent number
US05684049

Reaction notes

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