Ethanolamine → HCID 21511885, compound

HRID 1576321Notes

Reaction equation

HRID 1576321 reaction equation
ClC(Cl)(Cl)[C:3]([NH:5][C:6]1[CH:19]=[CH:18][C:17]([N+:20]([O-:22])=[O:21])=[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].[CH2:25]([CH2:27][NH2:28])O>CS(C)=O>[N+:20]([C:17]1[CH:18]=[CH:19][C:6]2[NH:5][C:3](=[O:4])[N:28]3[CH2:27][CH2:25][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)([O-:22])=[O:21]

Participants

4

Reactant 2

HCID 700EthanolamineHCID 4702294HCID 4702294, compound

Product 1

HCID 21511885HCID 21511885, compoundYield 56.6%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
100 °C

Procedure

To a solution of 7.75 g of 2-trichloroacetamido-5-nitrobenzophenone in 50 ml. of dimethylsulfoxide was added 1.47 g of monoethanolamine, and the mixture was heated at 100°C for 2 hours. After cooling, the reaction mixture was poured into 500 ml. of water and the resulting precipitate was collected by filtration, washed successively with water and ether to give 3.52 g of 9-nitro-2,3,6,10b-tetrahydro-10b-phenyl-5H-oxazolo[3,2-C]quinazolin-5-one, having a melting point of 275°-276°C.

Workup

  1. temperatureAfter cooling
  2. additionthe reaction mixture was poured into 500 ml
  3. filtrationof water and the resulting precipitate was collected by filtration
  4. washwashed successively with water and ether

Sources & evidence

ORD record
ord-88735abbaebf4cd2933ba64dc4a1151f
Source dataset
uspto-grants-1976_09
Patent number
US03980645

Reaction notes

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