Sodium Carbonate → N1,N1-Dibenzylethane-1,2-diamine

HRID 1287322

Reaktionsgleichung

Reaktionsgleichung von HRID 1287322
C(=O)([O-])[O-].[Na+].[Na+].C(OC(N1C(=O)C2=CC=CC=C2C1=O)=O)C.C(O)(=O)C.[CH2:27]([N:34]([CH2:38][C:39]1[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=1)[CH2:35][CH2:36][NH2:37])[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1.CC12CC1(C(O)=O)N1C(=O)C(N3C(=O)C4=CC=CC=C4C3=O)[C@H]1S2>CC12CC1(C(O)=O)N1C(=O)C(N)[C@H]1S2.O.CO>[CH2:38]([N:34]([CH2:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)[CH2:35][CH2:36][NH2:37])[C:39]1[CH:40]=[CH:41][CH:42]=[CH:43][CH:44]=1

Komponenten

8

Edukt 4

HCID 10340Sodium CarbonateHCID 31187N-CarbethoxyphthalimideHCID 19828334N,N-dibenzylethylenediamine acetateHCID 681326432-Methyl-2,3-methylene-6-phthalimidopenam-3-carboxylic acid

Produkt 1

HCID 6394114N1,N1-Dibenzylethane-1,2-diamineAusbeute 159,1 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittel2×HCID 681320312-Methyl-2,3-methylene-6-aminopenam-3-carboxylic acidLösungsmittel

Versuchsvorschrift

Sodium carbonate (212 mg.) was dissolved in a suspension of 2-methyl-2,3-methylene-6-aminopenam-3-carboxylic acid (428 mg.) in water (4 ml.). To a solution was added N-ethoxycarbonylphthalimide (440 mg.) all at once, and then stirred at room temprature for 2 hours. The resultant mixture was washed with methylene chloride. Methylene chloride (20 ml.) was added to the mixture, and then the solution was acidified with 1/4N-hydrochloric acid (16 ml.) and extracted. The extract was washed with water, dried over magnesium sulfate and then the solvent removed under reduced pressure to give amorphous product. The product was dissolved in methanol (8 ml.). To the solution was added an aqueous solution of N,N-dibenzylethylenediamine acetate (220 mg.) in water (4 ml.) to give colorless crystals of N,N-dibenzylethylenediamine salt (280 mg.) of 2-methyl-2,3-methylene-6-phthalimidopenam-3-carboxylic acid, mp 181° to 182°C (dec.).

Aufarbeitung

  1. washThe resultant mixture was washed with methylene chloride
  2. additionMethylene chloride (20 ml.) was added to the mixture
  3. extractionextracted
  4. washThe extract was washed with water
  5. dry with materialdried over magnesium sulfate
  6. customthe solvent removed under reduced pressure
  7. customto give amorphous product

Quellen und Nachweise

ORD-Eintrag
ord-76e8ab8e8802456e9f11c6b6f1af73d6
Quelldatensatz
uspto-grants-1976_10
Patentnummer
US03984397

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