Pyrazole → 1-(N-cyano-N'-methylamidino)pyrazole

HRID 1702477ノート

反応式

HRID 1702477 の反応式
[H-].[Na+].[NH:3]1[CH:7]=[CH:6][CH:5]=[N:4]1.[C:8]([NH:10][C:11](S(C)=O)=[N:12][CH3:13])#[N:9]>C1COCC1>[C:8]([NH:10][C:11]([N:3]1[CH:7]=[CH:6][CH:5]=[N:4]1)=[N:12][CH3:13])#[N:9]

参加物

5

反応物 3

HCID 1048PyrazoleHCID 24758Sodium hydrideHCID 12918611N-cyano-N'-methyl-methylsulfinylformamidine

生成物 1

HCID 129186121-(N-cyano-N'-methylamidino)pyrazole

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a stirred suspension of NaH (50% oil suspension, 3.58 g) in THF (160 ml) was added pyrazole (5.84 g) at a temperature below room temperature and stirred for 1 hr. To the mixture was added N-cyano-N'-methyl-methylsulfinylformamidine (8.32 g, obtained by the same procedure as in Example 3 (1)) and stirred for 3 hrs. at room temperature. After evaporation under a reduced pressure, the residue was dissolved in water and washed with ether. The aqueous layer was acidified (pH 4) with 10% HCl under ice-cooling. The precipitate was filtered, washed with water and dried to give 1-(N-cyano-N'-methylamidino)pyrazole (7.52 g). An additional amount (0.2 g) of the same product was further obtained from the filtrate. The crude products were combined and recrystallized from ethyl acetate to give the purified product (6.12 g). Yield 71.7%, m.p. 166.5°-168° C.

後処理

  1. stirringstirred for 3 hrs
  2. customat room temperature
  3. customAfter evaporation under a reduced pressure
  4. dissolutionthe residue was dissolved in water
  5. washwashed with ether
  6. temperaturecooling
  7. filtrationThe precipitate was filtered
  8. washwashed with water
  9. customdried

出典と根拠

ORDレコード
ord-4e7ad4ae91964ac9acf46f8750be129e
出典データセット
uspto-grants-1983_04
特許番号
US04381395

反応ノート

読み込み中…