Morpholine → HCID 136114357, compound

HRID 2418476Notes

Reaction equation

HRID 2418476 reaction equation
ClCC([O:5][C:6]1[C:19]([C:20]([O:22]CC)=O)=[C:18]2[C:9]([N:10]=[C:11]3[C:16](=[N:17]2)[CH:15]=[CH:14][CH:13]=[CH:12]3)=[C:8]2[CH:25]=[CH:26][CH:27]=[CH:28][C:7]=12)=O.[NH:29]1[CH2:34][CH2:33][O:32][CH2:31][CH2:30]1>N1C=CC=CC=1>[OH:5][C:6]1[C:19]([C:20]([N:29]2[CH2:34][CH2:33][O:32][CH2:31][CH2:30]2)=[O:22])=[C:18]2[C:9]([N:10]=[C:11]3[C:16](=[N:17]2)[CH:15]=[CH:14][CH:13]=[CH:12]3)=[C:8]2[CH:25]=[CH:26][CH:27]=[CH:28][C:7]=12

Participants

4

Reactant 2

HCID 8083MorpholineHCID 13074544HCID 13074544, compound

Product 1

HCID 136114357HCID 136114357, compoundYield 71.4%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

In 4 ml of pyridine were dissolved 200 mg of ethyl 5-chloroacetoxybenzo[a]phenazine-6-carboxylate and 220 mg of morpholine, and the solution was heated at 80°-100° C., for 3 hours. The reaction mixture was evaporated to dryness under reduced pressure. Water was added, and the precipitated solid was collected to give 130 mg (71.1% yield) of 5-hydroxy-6-morpholinocarbonylbenzo[a]phenazine as red amorphous powder, m.p. 223°-225° C., Anal. Calcd. (%) for C21H17N2O3 : C, 70.18; H, 4.77; N, 11.69; Found: C, 69.94; H, 4.86; N, 11.86

Workup

  1. temperaturethe solution was heated at 80°-100° C., for 3 hours
  2. customThe reaction mixture was evaporated to dryness under reduced pressure
  3. additionWater was added
  4. customthe precipitated solid was collected

Sources & evidence

ORD record
ord-f33b3afb11644575a3d2d66f49a45eba
Source dataset
uspto-grants-1984_09
Patent number
US04472578

Reaction notes

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