Acetic Anhydride → HCID 13074542, compound

HRID 2418475Notes

Reaction equation

HRID 2418475 reaction equation
[OH:1][C:2]1[C:15]([C:16]([O:18][CH2:19][CH3:20])=[O:17])=[C:14]2[C:5]([N:6]=[C:7]3[C:12](=[N:13]2)[CH:11]=[CH:10][CH:9]=[CH:8]3)=[C:4]2[CH:21]=[CH:22][CH:23]=[CH:24][C:3]=12.[C:25](OC(=O)C)(=[O:27])[CH3:26]>N1C=CC=CC=1.O>[C:25]([O:1][C:2]1[C:15]([C:16]([O:18][CH2:19][CH3:20])=[O:17])=[C:14]2[C:5]([N:6]=[C:7]3[C:12](=[N:13]2)[CH:11]=[CH:10][CH:9]=[CH:8]3)=[C:4]2[CH:21]=[CH:22][CH:23]=[CH:24][C:3]=12)(=[O:27])[CH3:26]

Participants

5

Reactant 2

HCID 7918Acetic AnhydrideHCID 13599770186266-79-7

Product 1

HCID 13074542HCID 13074542, compoundYield 91.1%

Reagents, catalysts & solvents 2

HCID 1049PyridineCatalystHCID 962WaterSolvent

Procedure

A mixture of 640 mg ethyl 5-hydroxybenzo[a]phenazine-6-carboxylate, 6 ml of acetic anhydride and two drops of pyridine was stirred overnight and poured into water. The precipitated solid was collected by filtration and recrystallized from ethanol to give 600 mg (91.1% yield) of ethyl 5-acetoxybenzo[a]phenazine-6-carboxylate as orange needles, m.p. 195°-196° C., Anal. Calcd. (%) for C21H16N2O4 : C, 69.99; H, 4.48; N, 7.77; Found: C, 70.12; H, 4.45; N, 7.63

Workup

  1. filtrationThe precipitated solid was collected by filtration
  2. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-b1bf1e61ef3143fd886b64f37f727791
Source dataset
uspto-grants-1984_09
Patent number
US04472578

Reaction notes

Loading…