Formaldehyde → 11-methylene-3-methylthio-11H-s-triazolo[3,4-b][3]benzazepine

HRID 26511

반응식

HRID 26511 반응식
[CH3:1][S:2][C:3]1[N:12]2[C:6]([CH2:7][C:8]3[CH:16]=[CH:15][CH:14]=[CH:13][C:9]=3[CH:10]=[CH:11]2)=[N:5][N:4]=1.C=O.[OH-].[CH3:20][N+](C)(C)CC1C=CC=CC=1>O1CCCC1.CO>[CH2:20]=[C:7]1[C:8]2[CH:16]=[CH:15][CH:14]=[CH:13][C:9]=2[CH:10]=[CH:11][N:12]2[C:3]([S:2][CH3:1])=[N:4][N:5]=[C:6]12

참가 물질

6

반응물 3

HCID 712FormaldehydeHCID 66854Benzyltrimethylammonium hydroxideHCID 213234063-methylthio-11H-s-triazolo[3,4-b][3]benzazepine

생성물 1

HCID 2132340911-methylene-3-methylthio-11H-s-triazolo[3,4-b][3]benzazepine

시약·촉매·용매 2

HCID 887Methanol용매HCID 8028Tetrahydrofuran용매

실험 절차

To 4.6 g of 3-methylthio-11H-s-triazolo[3,4-b][3]benzazepine in 60 ml of tetrahydrofuran was added 2.4 g of paraformaldehyde together with 4.0 ml of a 40% solution of trimethylbenzylammonium hydroxide in methanol. After refluxing the mixture for 30 minutes, the solvent was evaporated off. The residue was diluted with water and extracted with ethyl acetate. The ethyl acetate layer was washed with water and dried over Na2SO4. The solvent was then evaporated off and the residual crystals were collected by filtration, washed with isopropyl alcohol and dried. The above procedure provided 11-methylene-3-methylthio-11H-s-triazolo[3,4-b][3]benzazepine as crystals. Recrystallization from ethyl acetate yielded colorless needles melting at 121°-122° C.

후처리

  1. temperatureAfter refluxing the mixture for 30 minutes
  2. customthe solvent was evaporated off
  3. additionThe residue was diluted with water
  4. extractionextracted with ethyl acetate
  5. washThe ethyl acetate layer was washed with water
  6. dry with materialdried over Na2SO4
  7. customThe solvent was then evaporated off
  8. filtrationthe residual crystals were collected by filtration
  9. washwashed with isopropyl alcohol
  10. customdried

출처 및 근거

ORD 기록
ord-22b338e3d06e4891a3d85666cc0ffccb
출처 데이터셋
uspto-grants-1979_04
특허 번호
US04150139

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