Sodium Hydroxide → HCID 178485160、化合物

HRID 463772ノート

反応式

HRID 463772 の反応式
[OH-].[Na+].S(O)(O)(=O)=O.[CH3:8][NH:9][C:10]([NH2:12])=[NH:11].S([O-])([O-])(=O)=O.[Na+].[Na+].[Cl:20][C:21]1[CH:26]=[CH:25][C:24]([CH2:27][C:28](Cl)=[O:29])=[CH:23][CH:22]=1>CC(C)=O>[ClH:20].[Cl:20][C:21]1[CH:26]=[CH:25][C:24]([CH2:27][C:28]([NH:12][C:10]([NH:9][CH3:8])=[NH:11])=[O:29])=[CH:23][CH:22]=1

参加物

6

反応物 4

HCID 14798Sodium HydroxideHCID 24436Sodium SulfateHCID 906924-Chlorophenylacetyl chlorideHCID 178485188HCID 178485188、化合物

生成物 1

HCID 178485160HCID 178485160、化合物収率 86.4%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒2 回

実験手順

8.80 g of a 50% aqueous sodium hydroxide solution, methylguanidine sulfate (13.44 g), and 100 ml of acetone, are stirred for 21/2 hrs at RT. The resulting mixture is then treated with anhydrous sodium sulfate (6.0 g), and stirring is continued for 1 hr. A solution of 4-chlorophenylacetylchloride (9.45 g) in 50 ml of acetone is added to the mixture dropwise, and stirring continued overnight at RT. The reaction mixture is filtered, the filtrate diluted with 100 ml of saturated sodium bicarbonate and the acetone evaporated in vacuo. The aqueous residue is diluted with 100 ml of H2O and extracted with three 100 ml portions of methylene chloride. The combined organic extract is dried with sodium sulfate, filtered and concentrated in vacuo. The resulting yellow solution is treated with ethereal hydrochloric acid and evaporated in vacuo. The residue is stirred with diethyl ether for 1/2 hr. The diethyl ether insoluble solid is collected and dried in air. The product is recrystallized from acetonitrile to afford 5.66 g of a white crystalline solid, M.P. 183°-184° C.

後処理

  1. stirringstirring continued overnight at RT
  2. filtrationThe reaction mixture is filtered
  3. additionthe filtrate diluted with 100 ml of saturated sodium bicarbonate
  4. customthe acetone evaporated in vacuo
  5. additionThe aqueous residue is diluted with 100 ml of H2O
  6. extractionextracted with three 100 ml portions of methylene chloride
  7. extractionThe combined organic extract
  8. dry with materialis dried with sodium sulfate
  9. filtrationfiltered
  10. concentrationconcentrated in vacuo
  11. additionThe resulting yellow solution is treated with ethereal hydrochloric acid
  12. customevaporated in vacuo
  13. stirringThe residue is stirred with diethyl ether for 1/2 hr
  14. customThe diethyl ether insoluble solid is collected
  15. customdried in air
  16. customThe product is recrystallized from acetonitrile

出典と根拠

ORDレコード
ord-29d7e2116d8f45108fdc5b2b189c759e
出典データセット
uspto-grants-1985_10
特許番号
US04544670

反応ノート

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