Hydrochloric Acid → HCID 178478775、化合物

HRID 262765

反応式

HRID 262765 の反応式
I.[Cl:2][C:3]1[CH:15]=[CH:14][CH:13]=[C:12]([Cl:16])[C:4]=1[CH:5]=[N:6][NH:7][C:8](=[NH:11])SC.[NH2:17][CH2:18][C:19]1[CH:20]=[N:21][CH:22]=[CH:23][CH:24]=1.[ClH:25]>C(O)C>[ClH:2].[ClH:25].[Cl:2][C:3]1[CH:15]=[CH:14][CH:13]=[C:12]([Cl:16])[C:4]=1[CH:5]=[N:6][NH:7][C:8]([NH:17][CH2:18][C:19]1[CH:20]=[N:21][CH:22]=[CH:23][CH:24]=1)=[NH:11]

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 310183-PyridinemethanamineHCID 178504060Methyl 3-(2,6-dichlorobenzylidene)thiocarbazimidate hydroiodide

生成物 1

HCID 178478775HCID 178478775、化合物

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒2 回

実験手順

A solution of 5.85 g. of methyl 3-(2,6-dichlorobenzylidene)thiocarbazimidate hydriodide and 1.62 g. of 3-(aminomethyl)pyridine in 25 ml. of absolute ethanol is heated under reflux for 47 hours. To the resulting solution is added 3.00 ml. of 5N sodium hydroxide and evaporation under reduced pressure gives a light brown crystalline residue. The residue is dissolved in 100 ml. of dichloromethane:methanol (95:5) and chromatographed on a column (2.8 × 35 cm.) of silica gel; 200 ml. cuts are taken. Evaporation under reduced pressure of combined cuts 2-4 gives 4.70 g. of crude product as a light tan foam. The foam is dissolved in 25 ml. of absolute ethanol and 7.5 ml. of 5.25N methanolic hydrogen chloride is added. The resulting solution is evaporated under reduced pressure and the residual gum is crystallized from absolute ethanol-acetone. After chilling, filtration gives 3.83 g. of light tan crystals. Recrystallization from 1:1 methanol:acetonitrile gives the desired product as colorless crystals, m.p. 235°-239° C. (dec.).

後処理

  1. temperatureunder reflux for 47 hours
  2. additionTo the resulting solution is added 3.00 ml
  3. customof 5N sodium hydroxide and evaporation under reduced pressure
  4. customgives a light brown crystalline residue
  5. dissolutionThe residue is dissolved in 100 ml
  6. customof dichloromethane:methanol (95:5) and chromatographed on a column (2.8 × 35 cm.) of silica gel
  7. customEvaporation under reduced pressure of combined cuts 2-4
  8. customgives 4.70 g
  9. dissolutionThe foam is dissolved in 25 ml
  10. customThe resulting solution is evaporated under reduced pressure
  11. customthe residual gum is crystallized from absolute ethanol-acetone
  12. temperatureAfter chilling
  13. filtrationfiltration
  14. customgives 3.83 g
  15. customRecrystallization from 1:1 methanol

出典と根拠

ORDレコード
ord-e0babb6587384ca28edc6d01f11ae079
出典データセット
uspto-grants-1979_05
特許番号
US04154947

関連ノート

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