Propylamine → HCID 13341927, compound

HRID 2286855Notes

Reaction equation

HRID 2286855 reaction equation
[O:1]=[C:2]1[C:7]2[CH:8]=[C:9]([C:12](Cl)=[O:13])[CH:10]=[CH:11][C:6]=2[O:5][CH:4]([C:15]([Cl:18])([Cl:17])[Cl:16])[NH:3]1.[CH2:19]([NH2:22])[CH2:20][CH3:21]>CO>[O:1]=[C:2]1[C:7]2[CH:8]=[C:9]([C:12]([NH:22][CH2:19][CH2:20][CH3:21])=[O:13])[CH:10]=[CH:11][C:6]=2[O:5][CH:4]([C:15]([Cl:18])([Cl:17])[Cl:16])[NH:3]1

Participants

4

Reactant 2

HCID 7852PropylamineHCID 23460477HCID 23460477, compound

Product 1

HCID 13341927HCID 13341927, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Powdered 3,4-dihydro-4-oxo-2-trichloromethyl-2H-benzo[e]-[1,3]-oxazine-6-carbonyl chloride (5.0 g.) was stirred while a solution of n-propylamine (5 ml) in methanol (100 ml.) was added, the resulting solution was stirred for 30 minutes, and the solvent was evaporated under reduced pressure to give a sticky solid residue. The residue was triturated with water and the resulting suspension was stirred for 30 minutes and filtered. The solid product was washed with water, dried and crystallised from ethanol to give 3,4-dihydro-4-oxo-N-propyl-2-trichloromethyl-2H-benzo[e]-[1,3]-oxazine-6-carboxamide, m.p. 228°-230° C.

Workup

  1. additionwas added
  2. customthe solvent was evaporated under reduced pressure
  3. customto give a sticky solid residue
  4. customThe residue was triturated with water
  5. stirringthe resulting suspension was stirred for 30 minutes
  6. filtrationfiltered
  7. washThe solid product was washed with water
  8. customdried
  9. customcrystallised from ethanol

Sources & evidence

ORD record
ord-a21497d5ba4f4128ac615b645416a182
Source dataset
uspto-grants-1981_05
Patent number
US04268510

Reaction notes

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