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5-(((2-Aminoethyl)thio)methyl)-N,N-dimethyl-2-furanmethanamine → HCID 178483232、化合物

HRID 2412563
ノート
印刷プレビュー

反応式

HRID 2412563 の反応式
[NH:1]([C:5]1[S:6][CH:7]=[C:8]([CH2:10][S:11][CH2:12][CH2:13][NH:14][C:15](=[N:18][C:19]#[N:20])SC)[N:9]=1)[C:2]([NH2:4])=[NH:3].[CH3:21][N:22]([CH2:24][C:25]1[O:29][C:28]([CH2:30][S:31][CH2:32][CH2:33][NH2:34])=[CH:27][CH:26]=1)[CH3:23]>C(#N)C>[NH:1]([C:5]1[S:6][CH:7]=[C:8]([CH2:10][S:11][CH2:12][CH2:13][NH:14][C:15]([NH:34][CH2:33][CH2:32][S:31][CH2:30][C:28]2[O:29][C:25]([CH2:24][N:22]([CH3:23])[CH3:21])=[CH:26][CH:27]=2)=[N:18][C:19]#[N:20])[N:9]=1)[C:2]([NH2:4])=[NH:3]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 1622035-(((2-Aminoethyl)thio)methyl)-N,N-dimethyl-2-furanmethanamine2 回HCID 178503927HCID 178503927、化合物

生成物 1

HCID 178483232HCID 178483232、化合物収率 19.9%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

A solution of 2-guanidino-4-[2-(3-cyano-2-methylisothioureido)ethylthiomethyl]thiazole (0.5 g) and 2-[5-dimethylaminomethylfuran-2-ylmethylthio]ethylamine (0.33 g) in acetonitrile (10 ml) was heated under reflux for 48 hours. A further portion of 2-[5-dimethylaminomethylfuran-2-ylmethylthio]ethylamine (0.5 g) was added and the mixture was heated under reflux for 16 hours. The mixture was evaporated to dryness and the residue was partitioned between water and ethyl acetate. The ethyl acetate layer was dried with anhydrous magnesium sulphate and evaporated. The residual gum was triturated four times with warm diethyl ether (10 ml). The residue was further purified by applying to Merck 60 F254 preparative plates and eluting with acetonitrile/ammonia (s.g. 0.880) 7:1 v/v. The product was redissolved in acetonitrile (5 ml), and the solution filtered and evaporated to give 2-guanidino-4-[2-(2-cyano-3-[2-(5-dimethylaminomethylfuran-2-ylmethylthio)ethyl]guanidino)-ethylthiomethyl]thiazole as pale brown gum (0.15 g).

後処理

  1. temperatureunder reflux for 48 hours
  2. temperaturethe mixture was heated
  3. temperatureunder reflux for 16 hours
  4. customThe mixture was evaporated to dryness
  5. customthe residue was partitioned between water and ethyl acetate
  6. dry with materialThe ethyl acetate layer was dried with anhydrous magnesium sulphate
  7. customevaporated
  8. customThe residual gum was triturated four times with warm diethyl ether (10 ml)
  9. customThe residue was further purified
  10. washeluting with acetonitrile/ammonia (s.g. 0.880) 7:1 v/v
  11. dissolutionThe product was redissolved in acetonitrile (5 ml)
  12. filtrationthe solution filtered
  13. customevaporated

出典と根拠

ORDレコード
ord-3bfe64124a0f416da28d2f795cd14980
出典データセット
uspto-grants-1985_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04493840

反応ノート

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