Reaction equation
Cl.Cl[CH2:3][CH2:4][CH:5]1[CH2:11][N:10]([CH3:12])[C:9](=[O:13])[C:8]2[CH:14]=[CH:15][CH:16]=[N:17][C:7]=2[O:6]1.[OH-].[Na+].[C:20]([OH:27])(=[O:26])/[CH:21]=[CH:22]/[C:23]([OH:25])=[O:24].[NH:28]1[CH2:32][CH2:31][CH2:30][CH2:29]1>>[C:20]([OH:27])(=[O:26])/[CH:21]=[CH:22]/[C:23]([OH:25])=[O:24].[CH3:12][N:10]1[C:9](=[O:13])[C:8]2[CH:14]=[CH:15][CH:16]=[N:17][C:7]=2[O:6][CH:5]([CH2:4][CH2:3][N:28]2[CH2:32][CH2:31][CH2:30][CH2:29]2)[CH2:11]1Participants
5
Conditions
- Temperature
- 80 °C
Procedure
A sample of 2-(2-chloroethyl)-2,3-dihydro-4-methylpyrido[3,2-f][1,4]-oxazepine-5(4H)-one hydrochloride, 16 g (0.058 mole), was dissolved in 65 ml of pyrrolidine. The stirred solution was heated to 80° C. for 3 hr. The solution was cooled to room temperature and dilute sodium hydroxide solution (50 ml) was added. The resulting solution was extracted with chloroform (3×30 ml) and concentrated in vacuo. The residue was taken up in boiling isopropyl alcohol (500 ml/ and fumaric acid (9.2 g, 0.079 mole) was added. The solution was filtered hot and the filtrate cooled to 20° C. for several hours. The resulting crystals, 14 g (47.8%) were collected and recrystallized from isopropyl alcohol, m.p. 147°-149° C.
Workup
- temperatureThe solution was cooled to room temperature
- extractionThe resulting solution was extracted with chloroform (3×30 ml)
- concentrationconcentrated in vacuo
- additionwas added
- filtrationThe solution was filtered hot
- temperaturethe filtrate cooled to 20° C. for several hours
- customThe resulting crystals, 14 g (47.8%) were collected
- customrecrystallized from isopropyl alcohol, m.p. 147°-149° C.
Sources & evidence
- ORD record
- ord-7df9808670ba4f2b81ba407bc9a2e80e
- Source dataset
- uspto-grants-1988_02
- Patent number
- US04727152
Linked notes
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