Triethylamine → HCID 178477732、化合物

HRID 1491861ノート

反応式

HRID 1491861 の反応式
Cl.Cl.Cl.[NH2:4][CH2:5][C:6]1[N:11]=[C:10]([C:12]2[N:13]=[C:14]([N:17]=[C:18]([NH2:20])[NH2:19])[S:15][CH:16]=2)[CH:9]=[CH:8][CH:7]=1.[CH2:21]([N:23](CC)CC)C.[CH2:28]([S:30](C(=N)OCC)(=[O:32])=[O:31])[CH3:29]>CO>[NH2:19][C:18](=[N:17][C:14]1[S:15][CH:16]=[C:12]([C:10]2[CH:9]=[CH:8][CH:7]=[C:6]([CH2:5][NH:4][CH:21]=[N:23][S:30]([CH2:28][CH3:29])(=[O:31])=[O:32])[N:11]=2)[N:13]=1)[NH2:20]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 189538374-(6-Aminomethylpyridin-2-yl)-2-(diaminomethyleneamino)thiazole trihydrochlorideHCID 18953866Ethyl ethanesulfonylformimidate

生成物 1

HCID 178477732HCID 178477732、化合物

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

A mixture of 4-(6-aminomethylpyridin-2-yl)-2-(diaminomethyleneamino)thiazole trihydrochloride (3.0 g), triethylamine (3.5 ml) and ethyl ethanesulfonylformimidate (1.5 g) in methanol (60 ml) was stirred at ambient temperature for 6.5 hours and after solvent was removed by concentration in vacuo. To the residue was added a mixture of tetrahydrofuran, ethyl acetate and water and the mixture was adjusted to pH 9.5 with 20% aqueous potassium carbonate. The separated organic layer was washed with brine and dried over magnesium sulfate. Evaporation of the solvent gave a residue, which was purified by column chromatography on silica gel eluting with a mixture of chloroform and methanol (9:1, V/V). The eluted fractions containing the desired product were collected and evaporated in vacuo. The residue was recrystallized from a mixture of methanol, dioxane and diisopropyl ether to give 2-(diaminomethyleneamino)-4-(6-ethanesulfonyliminomethylaminomethylpyridin-2-yl)thiazole (0.88 g).

後処理

  1. customafter solvent was removed by concentration in vacuo
  2. additionTo the residue was added
  3. additiona mixture of tetrahydrofuran, ethyl acetate and water
  4. washThe separated organic layer was washed with brine
  5. dry with materialdried over magnesium sulfate
  6. customEvaporation of the solvent
  7. customgave a residue, which
  8. customwas purified by column chromatography on silica gel eluting with a mixture of chloroform and methanol (9:1, V/V)
  9. additionThe eluted fractions containing the desired product
  10. customwere collected
  11. customevaporated in vacuo
  12. customThe residue was recrystallized from a mixture of methanol, dioxane and diisopropyl ether

出典と根拠

ORDレコード
ord-5b8481c40adf4d70b9d3f6ccda215b8e
出典データセット
uspto-grants-1994_12
特許番号
US05371097

反応ノート

読み込み中…