Dimethylamine → 2-[2-(Dimethylamino)ethyl]-2,3-dihydro-4-methylpyrido[4,3-f][1,4]-oxazepine-5(4H)-thione hydrochloride

HRID 364410Notes

Reaction equation

HRID 364410 reaction equation
[Cl:1][CH2:2][CH2:3][CH:4]1[CH2:10][N:9]([CH3:11])[C:8](=[S:12])[C:7]2[CH:13]=[CH:14][N:15]=[CH:16][C:6]=2[O:5]1.[CH3:17][NH:18][CH3:19]>C(O)C>[ClH:1].[CH3:17][N:18]([CH3:19])[CH2:2][CH2:3][CH:4]1[CH2:10][N:9]([CH3:11])[C:8](=[S:12])[C:7]2[CH:13]=[CH:14][N:15]=[CH:16][C:6]=2[O:5]1

Participants

4

Reactant 2

HCID 674DimethylamineHCID 13726396HCID 13726396, compound

Product 1

HCID 137263992-[2-(Dimethylamino)ethyl]-2,3-dihydro-4-methylpyrido[4,3-f][1,4]-oxazepine-5(4H)-thione hydrochloride

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 0.5 g (0.002 mole) of 2-(2-chloroethyl)-2,3-dihydro-4-methylpyrido[4,3-f][1,4]-oxazepine-5(4H)-thione in 20 ml of ethyl alcohol was added 2 ml of 40% aqueous dimethylamine. The mixture was heated in a steel bomb to 100° C. for 14 hr. The resulting solution was filtered and concentrated. The residue was dissolved in isopropyl alcohol and a few drops of ethereal hydrogen chloride were added. The hydrochloride salt crystals were recrystallized by dissolving in ethyl alcohol and boiling while replacing the ethyl alcohol with isopropyl alcohol. The yield of product was 0.3 g (47%), m.p.: decomp. above 200° C.

Workup

  1. filtrationThe resulting solution was filtered
  2. concentrationconcentrated
  3. dissolutionThe residue was dissolved in isopropyl alcohol
  4. additiona few drops of ethereal hydrogen chloride were added
  5. customThe hydrochloride salt crystals were recrystallized
  6. dissolutionby dissolving in ethyl alcohol
  7. customabove 200° C.

Sources & evidence

ORD record
ord-0460cf023dc849cfa8f6acd128d1bb5d
Source dataset
uspto-grants-1986_08
Patent number
US04604388

Reaction notes

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