Ethanolamine → HCID 12750804, compound

HRID 1576318Notes

Reaction equation

HRID 1576318 reaction equation
ClC(Cl)(Cl)[C:3]([NH:5][C:6]1[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][C:7]=1[C:8]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)=[O:9])=[O:4].[CH2:23]([CH2:25][NH2:26])O>C(O)C>[Cl:20][C:17]1[CH:18]=[CH:19][C:6]2[NH:5][C:3](=[O:4])[N:26]3[CH2:25][CH2:23][O:9][C:8]3([C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=3)[C:7]=2[CH:16]=1

Participants

4

Reactant 2

HCID 700EthanolamineHCID 306974STK173631

Product 1

HCID 12750804HCID 12750804, compoundYield 74.8%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 3.77 g of 2-trichloroacetamido-5-chlorobenzophenone in 100 ml of ethanol was added 3.05 g of monoethanolamine, and the resulting mixture was refluxed for 2 hours. Then, the solvent was removed under reduced pressure. The residue was chromatographed on silica gel using chloroform as an eluent to give 2.25 g of 9-chloro-2,3,6,10b-tetrahydro-10b-phenyl-5H-oxazolo[3,2-C]quinazolin-5-one, having a melting point of 216° - 217°C.

Workup

  1. temperaturethe resulting mixture was refluxed for 2 hours
  2. customThen, the solvent was removed under reduced pressure
  3. customThe residue was chromatographed on silica gel

Sources & evidence

ORD record
ord-78a0a5a969dc419ebbc89acb60d48409
Source dataset
uspto-grants-1976_09
Patent number
US03980645

Reaction notes

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