Fumaric Acid → 125602-49-5

HRID 1651548Notes

Reaction equation

HRID 1651548 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][N:29]=2)[O:9][CH:10]2[CH2:15][CH2:14][N:13]([CH2:16][CH2:17][S:18][C:19]3[O:20][C:21]4[CH:27]=[CH:26][CH:25]=[CH:24][C:22]=4[N:23]=3)[CH2:12][CH2:11]2)=[CH:4][CH:3]=1.[C:34]([OH:41])(=[O:40])/[CH:35]=[CH:36]/[C:37]([OH:39])=[O:38]>C(O)C>[C:34]([OH:41])(=[O:40])/[CH:35]=[CH:36]/[C:37]([OH:39])=[O:38].[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][N:29]=2)[O:9][CH:10]2[CH2:11][CH2:12][N:13]([CH2:16][CH2:17][S:18][C:19]3[O:20][C:21]4[CH:27]=[CH:26][CH:25]=[CH:24][C:22]=4[N:23]=3)[CH2:14][CH2:15]2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 444972Fumaric AcidHCID 3079385HCID 3079385, compound

Product 1

HCID 6449513125602-49-5Yield 84%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

0.48 g (1.00 mmol) of 2-[2-[4-[(4-chlorophenyl)-2-pyridylmethoxy]-1-piperidyl]ethylthio]benzoxazole obtained in Example 1 and 0.116 g (1.00 mmol) of fumaric acid were dissolved in 20 ml of ethanol, and the mixed clean solution was concentrated under reduced pressure. The residue was crystallized from isopropyl ether. The product was recrystallized from ethyl acetate to give 0.50 g (84%) of 2-[2-[4-[(4-chlorophenyl)-2-pyridylmethoxy]-1-piperidyl]ethylthio]benzoxazole fumarate.

Workup

  1. concentrationthe mixed clean solution was concentrated under reduced pressure
  2. customThe residue was crystallized from isopropyl ether
  3. customThe product was recrystallized from ethyl acetate

Sources & evidence

ORD record
ord-0a42cfdebb0c43b5b06942d4b07443ab
Source dataset
uspto-grants-1990_05
Patent number
US04929618

Reaction notes

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