Maleic Acid → HCID 70585028, compound

HRID 2052472Notes

Reaction equation

HRID 2052472 reaction equation
[NH2:1][C:2]1[C:17]([Br:18])=[CH:16][C:15]([Br:19])=[CH:14][C:3]=1[CH2:4][NH:5][C@H:6]([C:11]([OH:13])=[O:12])[CH2:7][CH2:8][S:9][CH3:10].[C:20]([OH:27])(=[O:26])/[CH:21]=[CH:22]\[C:23]([OH:25])=[O:24]>C(O)(=O)C>[C:20]([OH:27])(=[O:26])/[CH:21]=[CH:22]\[C:23]([OH:25])=[O:24].[NH2:1][C:2]1[C:17]([Br:18])=[CH:16][C:15]([Br:19])=[CH:14][C:3]=1[CH2:4][NH:5][C@H:6]([C:11]([OH:13])=[O:12])[CH2:7][CH2:8][S:9][CH3:10]

Participants

4

Reactant 2

HCID 444266Maleic AcidHCID 13340374N-[(2-Amino-3,5-dibromophenyl)methyl]-L-methionine

Product 1

HCID 70585028HCID 70585028, compoundYield 84%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
20 °C

Procedure

100 gm of N-(2-amino-3.5-dibromo-benzyl)-methionine were dissolved in 500 ml of hot acetic acid, and then, while stirring and heating the solution at the boiling point, 28 gm of maleic acid were added. After it had dissolved, the solution was cooled to 20° C. while stirring was continued, and the precipitated product was centrifuged off, washed with a little acetic acid and then with isopropylic acid, and after drying at 60° C. in a ventilated drying chamber, 107 gm of the desired product were obtained in the form of white crystals, which melted at 205° C.

Workup

  1. additionwere added
  2. dissolutionAfter it had dissolved
  3. stirringwhile stirring
  4. washwashed with a little acetic acid
  5. customwith isopropylic acid, and after drying at 60° C. in
  6. customa ventilated drying chamber

Sources & evidence

ORD record
ord-01ef2efad7d14fa9b8b9cfdf5926dfaf
Source dataset
uspto-grants-1980_01
Patent number
US04185114

Reaction notes

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