Acetaldehyde → 1-(2-Ethylidenehydrazino)-3,4-dihydroisoquinoline

HRID 436432

반응식

HRID 436432 반응식
[NH:1]([C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH2:6][CH2:5][N:4]=1)[NH2:2].[CH:13](=O)[CH3:14].C(O)C.S(=O)(=O)(O)O>CCOCC>[CH:13](=[N:2][NH:1][C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH2:6][CH2:5][N:4]=1)[CH3:14]

참가 물질

6

반응물 4

HCID 177AcetaldehydeHCID 702EthanolHCID 1118Sulfuric AcidHCID 123490411-Hydrazinyl-3,4-dihydroisoquinoline

생성물 1

HCID 572691501-(2-Ethylidenehydrazino)-3,4-dihydroisoquinoline

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

실험 절차

A mixture of 1-ethoxy-3,4-dihydroisoquinoline (1.0 g.), hydrazine monohydrochloride (0.4 g.) and absolute ethanol (15 ml.) was heated under reflux (for 40 min.). The solution was cooled, filtered and concentrated and the residue was recrystallized from ethanol-ether, affording 1-hydrazino-3,4-dihydroisoquinoline hydrochloride (0.9 g., m.p. 205°-207° C.). C. A mixture of 1-hydrazino-3,4-dihydroisoquinoline (8.0 g.), acetaldehyde (20 ml.) and ethanol (20 ml.) was allowed to stand at room temperature (for 45 min). Ethanolic sulfuric acid was added until the solution was distinctly acidic. Ether was added. The resulting oil crystallized and the crystals were recrystallized from ethanol-ether, affording 1-(2-ethylidenehydrazino)-3,4-dihydroisoquinoline (I: X=CH3, X'=Y=Y'=Z=Z'=H) sulfate in two crops (8.3 g., m.p. 152°-154° C.; 0.5 g., m.p. 152°-155° C.).

후처리

  1. customto stand at room temperature
  2. custom(for 45 min)
  3. customThe resulting oil crystallized
  4. customthe crystals were recrystallized from ethanol-ether

출처 및 근거

ORD 기록
ord-094a02f11dc94b20987158205f53cf8c
출처 데이터셋
uspto-grants-1977_02
특허 번호
US04009170

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