Maleic Acid → HCID 68127899, compound

HRID 1284249Notes

Reaction equation

HRID 1284249 reaction equation
[Br:1][C:2]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[C:6](=[CH:13][CH2:14][CH2:15][NH:16][CH3:17])[C:5]2[CH:18]=[CH:19][CH:20]=[CH:21][C:4]=2[CH:3]=1.[C:22]([OH:29])(=[O:28])/[CH:23]=[CH:24]\[C:25]([OH:27])=[O:26]>CCOCC>[C:22]([OH:29])(=[O:28])/[CH:23]=[CH:24]\[C:25]([OH:27])=[O:26].[Br:1][C:2]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[C:6](=[CH:13][CH2:14][CH2:15][NH:16][CH3:17])[C:5]2[CH:18]=[CH:19][CH:20]=[CH:21][C:4]=2[CH:3]=1

Participants

4

Reactant 2

HCID 444266Maleic AcidHCID 54261619HCID 54261619, compound

Product 1

HCID 68127899HCID 68127899, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A 1.65 g. (0.00485 mole) portion of the product of Step D. is dissolved in 15 ml. of absolute alcohol. A solution of maleic acid (0.620 g., 0.00533 mole) in absolute alcohol (4 ml.) is added and the solution diluted with absolute ether to incipient cloudiness. A first crop of crystals weighing 0.55 g. is collected. This material sintered at 153.5°C. and melted at 159°C. A second crop of product weighing 0.25 g., m.p. 151.5°-155.5°C., is obtained from the mother liquors. The combined products are recrystallized three times from methanol - ether mixtures to give material with a constant m.p. of 166°-167.5°C.

Workup

  1. dissolutionis dissolved in 15 ml
  2. customis collected
  3. customsintered at 153.5°C.
  4. custom, m.p. 151.5°-155.5°C., is obtained from the mother liquors
  5. customThe combined products are recrystallized three times from methanol - ether mixtures
  6. customto give material with a constant m.p. of 166°-167.5°C.

Sources & evidence

ORD record
ord-b148d896df3f41dfaa6efb016780b078
Source dataset
uspto-grants-1976_08
Patent number
US03978121

Reaction notes

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