Isobutylamine → HCID 178449012, compound

HRID 364868Notes

Reaction equation

HRID 364868 reaction equation
[CH2:1]([NH2:5])[CH:2]([CH3:4])[CH3:3].[C:6]([CH2:9][N:10]1[C:14](=[O:15])[C:13](=[CH:16]OCC)[S:12][C:11]1=[S:20])([OH:8])=[O:7]>C(O)C>[C:6]([CH2:9][N:10]1[C:14](=[O:15])[C:13](=[CH:16][NH:5][CH2:1][CH:2]([CH3:4])[CH3:3])[S:12][C:11]1=[S:20])([OH:8])=[O:7]

Participants

4

Reactant 2

HCID 6558IsobutylamineHCID 54431541HCID 54431541, compound

Product 1

HCID 178449012HCID 178449012, compoundYield 65.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

0.74 Gram (0.01 mole) of isobutylamine was added to a mixture of 1.2 g (0.005 mole) of 3-carboxymethyl-5-ethoxymethylidenerhodanine and 10 ml of ethanol, and the resulting mixture was subjected to reaction at a temperature of 50° to 60° C. for 1 hour. The reaction mixture was concentrated and the resulting residue was dried and dissolved into water. The solution was made neutral or weakly acidic with a dilute hydrochloric acid and the formed precipitate was separated by filtration. The precipitate was washed with water, dried and recrystallized from a mixture of ethyl acetate and petroleum ether (4/1 by volume) to give 0.9 g of 3-carboxymethyl-5-isobutylaminomethylidenerhodanine in the form of yellowish red crystal (yield: 64.3%).

Workup

  1. customthe resulting mixture was subjected to reaction at a temperature of 50° to 60° C. for 1 hour
  2. concentrationThe reaction mixture was concentrated
  3. customthe resulting residue was dried
  4. dissolutiondissolved into water
  5. customthe formed precipitate was separated by filtration
  6. washThe precipitate was washed with water
  7. customdried
  8. customrecrystallized from a mixture of ethyl acetate and petroleum ether (4/1 by volume)

Sources & evidence

ORD record
ord-df90fcef645d4672abfe721c5c831849
Source dataset
uspto-grants-1986_08
Patent number
US04606860

Reaction notes

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