Acetic Anhydride → HCID 20474114, compound

HRID 2295830Notes

Reaction equation

HRID 2295830 reaction equation
[Cl:1][C:2]1[CH:16]=[CH:15][C:5]([CH2:6][N:7]2[C:12](=[O:13])[NH:11][C:10](=[O:14])[CH2:9][NH:8]2)=[CH:4][CH:3]=1.[C:17](OC(=O)C)(=[O:19])[CH3:18]>>[C:17]([N:8]1[CH2:9][C:10](=[O:14])[NH:11][C:12](=[O:13])[N:7]1[CH2:6][C:5]1[CH:15]=[CH:16][C:2]([Cl:1])=[CH:3][CH:4]=1)(=[O:19])[CH3:18]

Participants

3

Reactant 2

HCID 7918Acetic AnhydrideHCID 20474130HCID 20474130, compound

Product 1

HCID 20474114HCID 20474114, compoundYield 60%

Procedure

Into a 100 ml round bottomed flask equipped with an efficient condenser and a calcium chloride tube were placed 10 ml of acetic anhydride and 0.5 g of 2-(4'-chlorobenzyl)-hexahydro-1,2,4-triazine-3,5 dione. The mixture was refluxed for 3 hours, then was cooled and poured on ice water, and left overnight. The crystals that separated were filtered off by suction and dried. The product was recrystallized from isopropanol to give 0.3 g (60%) of 1-acetyl-2-(4'-chlorobenzyl)-hexahydro-1,2,4-triazine-3,5-dione; m.p. 100°.

Workup

  1. customInto a 100 ml round bottomed flask equipped with an efficient condenser and a calcium chloride tube
  2. temperatureThe mixture was refluxed for 3 hours
  3. temperaturewas cooled
  4. additionpoured on ice water
  5. customThe crystals that separated
  6. filtrationwere filtered off by suction
  7. customdried
  8. customThe product was recrystallized from isopropanol

Sources & evidence

ORD record
ord-1e44765ef45d44cc92fa30609b8707f3
Source dataset
uspto-grants-1984_01
Patent number
US04426522

Reaction notes

Loading…