Water → HCID 54426886, compound

HRID 1448725Notes

Reaction equation

HRID 1448725 reaction equation
Br.[NH2:2][C@H:3]([C:5]([NH:7][C@H:8]([C:10]([NH:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)=[O:11])[CH3:9])=[O:6])[CH3:4].[C:19](Cl)(=[O:26])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1.O>N1C=CC=CC=1>[C:19]([NH:2][C@H:3]([C:5]([NH:7][C@H:8]([C:10]([NH:12][C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1)=[O:11])[CH3:9])=[O:6])[CH3:4])(=[O:26])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

Participants

5

Reactant 3

HCID 962WaterHCID 7412Benzoyl chlorideHCID 22809934HCID 22809934, compound

Product 1

HCID 54426886HCID 54426886, compoundYield 72%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

4.1 g (0.013 mol) of L-alanyl-L-alanine anilide hydrobromide were dissolved in 120 ml of dry pyridine and 3 ml (0.026 mol) of benzoyl chloride were added. The solution was stirred at room temperature for 3 hours and was then evaporated to yield a solid. 50 ml of water were added, the solid was filtered off, washed with 50 ml of water and then recrystallise from ethanol to yield 3.15 g (72%) of N-benzoyl-L-alanyl-L-alanine anilide of melting point 245°-248° C.; [α]D20 =+66.6° (c=1.086% in dimethylformamide).

Workup

  1. customwas then evaporated
  2. customto yield a solid
  3. filtrationthe solid was filtered off
  4. washwashed with 50 ml of water
  5. customrecrystallise from ethanol

Sources & evidence

ORD record
ord-ab9dee450df24430bc45961e42579945
Source dataset
uspto-grants-1980_02
Patent number
US04187216

Reaction notes

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