HomeMCPWorkbenchSkills
HomeWorkbenchNotificationsMe
llms.txt · MCP GuidePrivacy Policy · Terms of Service · Supportv1.8.0
  1. Home
  2. /Reaction

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

HRID 1287322
Notes
Print preview

Reaction equation

HRID 1287322 reaction equation
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
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

8

Reactant 4

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

Product 1

HCID 6394114N1,N1-Dibenzylethane-1,2-diamineYield 159.1%

Reagents, catalysts & solvents 3

HCID 887MethanolSolvent
HCID 962WaterSolvent2×
HCID 681320312-Methyl-2,3-methylene-6-aminopenam-3-carboxylic acidSolvent

Procedure

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.).

Workup

  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

Sources & evidence

ORD record
ord-76e8ab8e8802456e9f11c6b6f1af73d6
Source dataset
uspto-grants-1976_10
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US03984397

Reaction notes

Loading…

On this pageParticipantsProcedureWorkupSources & evidenceReaction notes