Hydrochloric Acid → HCID 70456005, compound

HRID 1731616Notes

Reaction equation

HRID 1731616 reaction equation
C([N:4]1[C:17]2[C:16]([C:18](=[O:20])[NH2:19])=[CH:15][C:14]([CH2:21][CH3:22])=[CH:13][C:12]=2[O:11][C:10]2[C:5]1=[CH:6][CH:7]=[C:8]([CH2:23][CH3:24])[CH:9]=2)(=O)C.Cl>CO.CC(C)=O>[CH2:21]([C:14]1[CH:15]=[C:16]([C:18](=[O:20])[NH2:19])[C:17]2[NH:4][C:5]3[C:10]([O:11][C:12]=2[CH:13]=1)=[CH:9][C:8]([CH2:23][CH3:24])=[CH:7][CH:6]=3)[CH3:22]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 131714949HCID 131714949, compound

Product 1

HCID 70456005HCID 70456005, compound

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 887MethanolSolvent

Conditions

Temperature
0 °C

Procedure

A solution containing 1.4 g of the just-mentioned phenoxazine compound in 10 ml of methanol and 8 ml of acetone was treated with 10 ml of concentrated hydrochloric acid and heated to reflux for 30 minutes. The mixture was cooled to 0° C. and the solids filtered. The solid was slurried in 10 percent sodium carbonate. To this was then added 50 ml of 1:1 acetone:ethylacetate. The mixture was filtered and the layers split. The organic phase was dried over sodium sulfate and the solvent removed to give crude 3,7-diethylcarbamoyl(10H)phenoxazine.

Workup

  1. temperatureheated
  2. temperatureto reflux for 30 minutes
  3. filtrationthe solids filtered
  4. additionTo this was then added 50 ml of 1:1 acetone
  5. filtrationThe mixture was filtered
  6. customthe layers split
  7. dry with materialThe organic phase was dried over sodium sulfate
  8. customthe solvent removed

Sources & evidence

ORD record
ord-1069508caeed4d2cab38c9e5c25471c7
Source dataset
uspto-grants-1986_11
Patent number
US04622395

Reaction notes

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