149888-94-8 → 1-[(E)-[5-(4-chlorophenyl)furan-2-yl]methylideneamino]-3-[4-(4-methylpiperazin-1-yl)butyl]imidazolidine-2,4-dione

HRID 2211138

反応式

HRID 2211138 の反応式
C1(N)C(F)=C(F)C(F)=C(N)C=1F.Cl.Cl.Cl.Cl.[Cl:17][C:18]1[CH:23]=[CH:22][C:21]([C:24]2[O:28][C:27]([CH:29]=[N:30][N:31]3[CH2:35][C:34](=[O:36])[N:33]([CH2:37][CH2:38][CH2:39][CH2:40][N:41]4[CH2:46][CH2:45][N:44]([CH3:47])[CH2:43][CH2:42]4)[C:32]3=[O:48])=[CH:26][CH:25]=2)=[CH:20][CH:19]=1>O>[Cl:17][C:18]1[CH:19]=[CH:20][C:21]([C:24]2[O:28][C:27]([CH:29]=[N:30][N:31]3[CH2:35][C:34](=[O:36])[N:33]([CH2:37][CH2:38][CH2:39][CH2:40][N:41]4[CH2:42][CH2:43][N:44]([CH3:47])[CH2:45][CH2:46]4)[C:32]3=[O:48])=[CH:26][CH:25]=2)=[CH:22][CH:23]=1

参加物

4

反応物 2

HCID 60938149888-94-8HCID 149026Tetrafluoro-m-phenylenediamine dihydrochloride

生成物 1

HCID 609391-[(E)-[5-(4-chlorophenyl)furan-2-yl]methylideneamino]-3-[4-(4-methylpiperazin-1-yl)butyl]imidazolidine-2,4-dione収率 36.3%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

1-[[[5-(4-Chlorophenyl)-2-furanyl]methylene]amino-3-[4-(4-methyl-1-piperazinyl)butyl]-2,4-imidazolidinedine, a free-base, is prepared as described hereinbelow. The dihydrochloride salt, 1-[[[5-(4-Chlorophenyl)-2-furanyl]methylene]amino]-3-[4-(4-methyl-1-piperazinyl)butyl]-2,4 imidazolidinedione dihydrochloride, (6.56 g, 0.0124 mole) prepared as described in Example A herein, is dissolved in H2O (300 ml) and washed with (1×100 ml). The aqueous phase is made basic with saturated NaHO3 solution. The resulting mixture is extracted with CH2Cl2 (4×100 ml). The extract is washed with saturated NaCl (2×50 ml), dried over MgSO4 (activated charcoal), filtered and concentrated under reduced pressure to a solid residue. This solid is triturated in anhydrous ether, collected and air-dried. Recrystallization once from absolute EtOH and then from toluene (activated charcoal), next washing with anhydrous ether and air drying gives 2.05 g (0.0045 mole) of 1-[[[5-(4-chlorophenyl)-2-furanyl]methylene]amino]-3-[4-(4-methyl-1-piperazinyl)butyl]-2,4-imidazolidinedione.

後処理

  1. custom1-[[[5-(4-Chlorophenyl)-2-furanyl]methylene]amino-3-[4-(4-methyl-1-piperazinyl)butyl]-2,4-imidazolidinedine, a free-base, is prepared
  2. washwashed with (1×100 ml)
  3. extractionThe resulting mixture is extracted with CH2Cl2 (4×100 ml)
  4. washThe extract is washed with saturated NaCl (2×50 ml)
  5. dry with materialdried over MgSO4 (activated charcoal)
  6. filtrationfiltered
  7. concentrationconcentrated under reduced pressure to a solid residue
  8. customThis solid is triturated in anhydrous ether
  9. customcollected
  10. customair-dried
  11. customRecrystallization once from absolute EtOH
  12. washfrom toluene (activated charcoal), next washing with anhydrous ether and air
  13. customdrying

出典と根拠

ORDレコード
ord-5338e329a2f04e5cbd252a3194875e0b
出典データセット
uspto-grants-1995_10
特許番号
US05462940

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