STK017412 → HCID 13014260、化合物

HRID 1388993ノート

反応式

HRID 1388993 の反応式
[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH3:8])[C:3]=1[NH:9][CH2:10][C:11]([NH:13][NH2:14])=[O:12].Cl.[C:16](=N)(OCC)[CH3:17]>N1C=CC=CC=1>[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH3:8])[C:3]=1[NH:9][CH2:10][C:11]1[O:12][C:16]([CH3:17])=[N:14][N:13]=1

参加物

4

反応物 2

HCID 302666STK017412HCID 2724290Ethanimidic acid, ethyl ester, hydrochloride (1:1)

生成物 1

HCID 13014260HCID 13014260、化合物収率 34.1%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

A solution of 19.3 g (0.1 mol) alpha-(2,6-dimethylphenyl-amino)acethydrazide and 14 g (0.11 mol) ethyl actimidate hydrochloride (Aldrich Chemical Co.) in 150 ml pyridine was heated under reflux for 9 hours. The reaction mixture was filtered and the filtrate was evaporated under reduced pressure to give an oil. The oil was placed on 400 g silica gel in a chromatography column and eluted the following solvent systems: (1) petroleum ether, (2) petroleum ether/ethyl ether, (3) ethyl ether, and (4) ethyl ether/methanol. The crude product (11.5 g) was eluted from the column with the ethyl ether/methanol solvent system. Crystallization of the crude product from dichloromethane/ethyl ether gave 7.4 g of crystalline product, m.p. 134°-135° C. The product is tabulated in Table I as Compound No. 1-A.

後処理

  1. temperatureunder reflux for 9 hours
  2. filtrationThe reaction mixture was filtered
  3. customthe filtrate was evaporated under reduced pressure
  4. customto give an oil
  5. washeluted the following solvent systems
  6. washThe crude product (11.5 g) was eluted from the column with the ethyl ether/methanol solvent system
  7. customCrystallization of the crude product from dichloromethane/ethyl ether

出典と根拠

ORDレコード
ord-62b0ad5a43174230bf69323b12910884
出典データセット
uspto-grants-1981_01
特許番号
US04243408

反応ノート

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