Acetic Acid → HCID 58376142, compound

HRID 1942526Notes

Reaction equation

HRID 1942526 reaction equation
[CH2:1]([N:8]([CH2:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)[CH2:9][CH2:10][N:11]1[C:16]2[CH:17]=C(C#N)[C:19]([F:21])=[CH:20][C:15]=2[O:14][C:13]([CH3:25])([CH3:24])[C:12]1=[O:26])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.O.[C:36]([OH:39])(=[O:38])[CH3:37]>>[CH2:1]([N:8]([CH2:27][C:28]1[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=1)[CH2:9][CH2:10][N:11]1[C:16]2[CH:17]=[C:37]([C:36]([OH:39])=[O:38])[C:19]([F:21])=[CH:20][C:15]=2[O:14][C:13]([CH3:25])([CH3:24])[C:12]1=[O:26])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 4

HCID 176Acetic AcidHCID 313Hydrochloric AcidHCID 962WaterHCID 58375834HCID 58375834, compound

Product 1

HCID 58376142HCID 58376142, compound

Procedure

4-[2-(Dibenzylamino)ethyl]-7-fluoro-2,2-dimethyl-3-oxo-3,4-dihydro-2H-1,4-benzoxazine-6-carbonitrile (588 mg) was dissolved in acetic acid (5 ml), and thereto was added conc. hydrochloric acid (5 ml), and the mixture was refluxed for 75 hours. The reaction solution was cooled, and thereto was added water, and filtered. The solid collected by filtration was washed with water and dried at 70° C. for 18 hours to give the title compound (406 mg).

Workup

  1. temperaturethe mixture was refluxed for 75 hours
  2. temperatureThe reaction solution was cooled
  3. filtrationfiltered
  4. filtrationThe solid collected by filtration
  5. washwas washed with water
  6. customdried at 70° C. for 18 hours

Sources & evidence

ORD record
ord-c5cfa50c6b2149a387002306d5f0d6d8
Source dataset
uspto-grants-2013_03
Patent number
US08389511B2

Reaction notes

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