Dimethylamine → 8-Chloro-2-[2-(dimethylamino)ethyl]-2,3-dihydro-4-methyl-1,4-benzoxazepine-5(4H)-thione hydrochloride

HRID 4829

반응식

HRID 4829 반응식
[Cl:1][C:2]1[CH:17]=[CH:16][C:5]2[C:6](=[S:15])[N:7]([CH3:14])[CH2:8][CH:9]([CH2:11][CH2:12]Cl)[O:10][C:4]=2[CH:3]=1.[CH3:18][NH:19][CH3:20]>C(O)C.Cl>[ClH:1].[Cl:1][C:2]1[CH:17]=[CH:16][C:5]2[C:6](=[S:15])[N:7]([CH3:14])[CH2:8][CH:9]([CH2:11][CH2:12][N:19]([CH3:20])[CH3:18])[O:10][C:4]=2[CH:3]=1

참가 물질

5

반응물 2

HCID 674DimethylamineHCID 137262998-Chloro-2-(2-chloroethyl)-2,3-dihydro-4-methyl-1,4-benzoxazepine-5(4H)-thione

생성물 1

HCID 137263298-Chloro-2-[2-(dimethylamino)ethyl]-2,3-dihydro-4-methyl-1,4-benzoxazepine-5(4H)-thione hydrochloride

시약·촉매·용매 2

HCID 313Hydrochloric Acid용매HCID 702Ethanol용매

실험 절차

A solution of 9.8 g (0.04 mole) of 8-chloro-2-(2-chloroethyl)-2,3-dihydro-4-methyl-1,4-benzoxazepine-5 (4H)-thione in 50 ml of absolute ethanol and 10 ml of a 40% aqueous solution of dimethylamine were mixed and heated in a steel bomb at 100° C. for 16 hr. The ethanol was evaporated under reduced pressure and the residue dissolved in chloroform and partitioned with 10% sodium hydroxide solution. The chloroform layer was evaporated under reduced pressure to give an amorphous solid. The solid was dissolved in 6N hydrochloric acid and the solution washed with ethyl acetate. The aqueous layer was basified with 50% sodium hydroxide and extracted with ethyl acetate. The ethyl acetate layer was evaporated under reduced pressure to give a viscous oil comprised substantially of the free base of the title compound which was dissolved in absolute ethanol and reacted with ethereal hydrogen chloride. The hydrochloride salt was recrystallized from ethanol to give 30 g (25%) product, m.p. 196°-199° C.

후처리

  1. customThe ethanol was evaporated under reduced pressure
  2. dissolutionthe residue dissolved in chloroform
  3. custompartitioned with 10% sodium hydroxide solution
  4. customThe chloroform layer was evaporated under reduced pressure
  5. customto give an amorphous solid
  6. washthe solution washed with ethyl acetate
  7. extractionextracted with ethyl acetate
  8. customThe ethyl acetate layer was evaporated under reduced pressure
  9. customto give a viscous oil

출처 및 근거

ORD 기록
ord-7f21215b778f48b0850df62ea6fcc93a
출처 데이터셋
uspto-grants-1988_02
특허 번호
US04727152

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