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

HRID 436432

反応式

HRID 436432 の反応式
[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]

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

実験手順

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.).

後処理

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

出典と根拠

ORDレコード
ord-094a02f11dc94b20987158205f53cf8c
出典データセット
uspto-grants-1977_02
特許番号
US04009170

関連ノート

読み込み中…