2-Nitrobenzaldehyde → HCID 87732031, compound

HRID 890849Notes

Reaction equation

HRID 890849 reaction equation
Cl.Cl.[CH3:3][O:4][C:5](=[O:12])[C@H:6]([CH2:8][CH2:9][CH2:10][NH2:11])[NH2:7].[N+:13]([C:16]1[CH:23]=[CH:22][CH:21]=[CH:20][C:17]=1[CH:18]=O)([O-:15])=[O:14]>C(N(CC)CC)C>[N+:13]([C:16]1[CH:23]=[CH:22][CH:21]=[CH:20][C:17]=1[CH:18]1[CH:18]([C:17]2[CH:20]=[CH:21][CH:22]=[CH:23][C:16]=2[N+:13]([O-:15])=[O:14])[N:11]2[CH2:10][CH2:9][CH2:8][C:6]2([C:5]([O:4][CH3:3])=[O:12])[NH:7]1)([O-:15])=[O:14]

Participants

4

Reactant 2

HCID 111012-NitrobenzaldehydeHCID 14273060Methyl L-ornithine dihydrochloride

Product 1

HCID 87732031HCID 87732031, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Conditions

Temperature
0 °C

Procedure

In a 250 ml round-bottomed flask equipped with a magnetic stirrer were taken a mixture of ornithine methyl ester dihydrochloride (5.0 g) and 2-nitrobenzaldehyde (7.5 g) in MDC (70 ml). The suspension was stirred at 0° C. for 15 mts. Triethylamine (4.64 g in 10 ml MDC) was added slowly. The reaction mixture was then allowed to stir at RT overnight. The reaction mixture was diluted with MDC, washed with water twice and dried over sodium sulfate. MDC was evaporated to give the crude product which was crystallized from methanol to give a white crystalline solid.

Workup

  1. customIn a 250 ml round-bottomed flask equipped with a magnetic stirrer
  2. stirringto stir at RT overnight
  3. additionThe reaction mixture was diluted with MDC
  4. washwashed with water twice
  5. dry with materialdried over sodium sulfate
  6. customMDC was evaporated

Sources & evidence

ORD record
ord-5f6cd0aadeda4722b6c68eab82367dd1
Source dataset
uspto-grants-2006_02
Patent number
US06998502B1

Reaction notes

Loading…