2-Chlorobenzylamine → HCID 43445075, compound

HRID 1593131Notes

Reaction equation

HRID 1593131 reaction equation
[N:1](=[C:3]([C:9]([CH3:11])=O)[C:4]([O:6][CH2:7][CH3:8])=[O:5])O.[Cl:12][C:13]1[CH:20]=[CH:19][CH:18]=[CH:17][C:14]=1[CH2:15][NH2:16]>C(#N)C>[CH2:7]([O:6][C:4]([C:3]1[N:1]=[C:15]([C:14]2[CH:17]=[CH:18][CH:19]=[CH:20][C:13]=2[Cl:12])[NH:16][C:9]=1[CH3:11])=[O:5])[CH3:8]

Participants

4

Reactant 2

HCID 666482-ChlorobenzylamineHCID 178472877HCID 178472877, compound

Product 1

HCID 43445075HCID 43445075, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a solution of 8.5 g of ethyl 2-oximinoacetoacetate in acetonitrile (100 ml) was added 7.5 ml of 2-chlorobenzylamine. The reaction mixture was then refluxed for 4 hours under argon atmosphere. After such time the reaction mixture was then concentrated in vacuo and the residue was triturated with warm ethylacetate for 10 minutes. After allowing to cool down to room temperature the solid was filtered and dried in vacuo to yield 11.3 g of a white powder, MS (ISP) 265.1 (M+H)+.

Workup

  1. temperatureThe reaction mixture was then refluxed for 4 hours under argon atmosphere
  2. concentrationAfter such time the reaction mixture was then concentrated in vacuo
  3. customthe residue was triturated with warm ethylacetate for 10 minutes
  4. filtrationwas filtered
  5. customdried in vacuo

Sources & evidence

ORD record
ord-7460c7adaf9049078e767f6f702d0fa5
Source dataset
uspto-grants-2007_11
Patent number
US07294644B2

Reaction notes

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