1,2-Ethanediamine, N1,N2-bis(phenylmethyl)-, acetate (1:2) → 2-Methyl-2,3-methylene-6-[2-phenyl-2-(2-chlorophenoxy)acetamido]penam-3-carboxylic acid

HRID 1287330

反応式

HRID 1287330 の反応式
[CH3:1][C:2]12[CH2:15][C:6]1([C:7]([O:9]CC(Cl)(Cl)Cl)=[O:8])[N:5]1[C:16](=[O:36])[CH:17]([NH:18][C:19](=[O:35])[CH:20]([C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=3)[O:21][C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=3[Cl:28])[C@H:4]1[S:3]2.C(O)(=O)C.C(O)(=O)C.[CH2:45]([NH:52][CH2:53][CH2:54][NH:55][CH2:56][C:57]1[CH:62]=[CH:61][CH:60]=[CH:59][CH:58]=1)[C:46]1[CH:51]=[CH:50][CH:49]=[CH:48][CH:47]=1>CN(C)C=O.C(O)(=O)C.CO.O.[Zn]>[CH2:45]([NH:52][CH2:53][CH2:54][NH:55][CH2:56][C:57]1[CH:62]=[CH:61][CH:60]=[CH:59][CH:58]=1)[C:46]1[CH:47]=[CH:48][CH:49]=[CH:50][CH:51]=1.[CH3:1][C:2]12[CH2:15][C:6]1([C:7]([OH:9])=[O:8])[N:5]1[C:16](=[O:36])[CH:17]([NH:18][C:19](=[O:35])[CH:20]([C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=3)[O:21][C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=3[Cl:28])[C@H:4]1[S:3]2

参加物

9

反応物 2

HCID 312281,2-Ethanediamine, N1,N2-bis(phenylmethyl)-, acetate (1:2)HCID 681319712,2,2-Trichloroethyl 2-methyl-2,3-methylene-6-[2-phenyl-2-(2-chlorophenoxy)acetamido]penam-3-carboxylate

生成物 2

HCID 8793BenzathineHCID 155824092-Methyl-2,3-methylene-6-[2-phenyl-2-(2-chlorophenoxy)acetamido]penam-3-carboxylic acid収率 216%

試薬・触媒・溶媒 5

HCID 23994Zinc触媒HCID 176Acetic Acid溶媒HCID 887Methanol溶媒2 回HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

To a solution of 2,2,2-trichloroethyl 2-methyl-2,3-methylene-6-[2-phenyl-2-(2-chlorophenoxy)acetamido]penam-3-carboxylate (1.18 g.) in a mixture of dimethylformamide (5 ml.) and acetic acid (1.5 ml.) was added zinc powder (1.2 g.) under ice-cooling, and the mixture was stirred for 1.5 hours. After the reaction, the residue (0.65 g.) obtained by post-treating the reaction mixture in the similar manner as described in Example 1 was dissolved in methanol (2 ml.) and a solution of N,N'-dibenzylethylenediamine diacetate (0.20 g.) in water (10 ml.) was added to the solution. Crystals obtained in this manner were dissolved in methanol and subjected to reprecipitation with water to give N,N'-dibenzylethylenediamine salt of 2-methyl-2,3-methylene-6-[2-phenyl-2-(2-chlorophenoxy)acetamido]penam-3-carboxylic acid (0.55 g.), mp 107° to 110°C (dec.)

後処理

  1. temperaturecooling
  2. customAfter the reaction
  3. customthe residue (0.65 g.) obtained
  4. additionby post-treating the reaction mixture in the similar manner
  5. customCrystals obtained in this manner
  6. customsubjected to reprecipitation with water

出典と根拠

ORDレコード
ord-db632ec0447d41979d0fc0c130e957c1
出典データセット
uspto-grants-1976_10
特許番号
US03984397

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