Diethyl Ether → HCID 18694782, compound

HRID 1871028Notes

Reaction equation

HRID 1871028 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9]1[N:10]=[CH:11][N:12]([CH2:14][CH2:15][CH2:16][CH2:17][NH2:18])[CH:13]=1.O.NN.[C:22]([OH:29])(=[O:28])/[CH:23]=[CH:24]/[C:25]([OH:27])=[O:26].CCOCC>C(O)C.O1CCCC1.CO>[C:22]([OH:29])(=[O:28])/[CH:23]=[CH:24]/[C:25]([OH:27])=[O:26].[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9]1[N:10]=[CH:11][N:12]([CH2:14][CH2:15][CH2:16][CH2:17][NH2:18])[CH:13]=1

Participants

8

Reactant 4

HCID 3283Diethyl EtherHCID 24654Hydrazine hydrate (1:1)HCID 444972Fumaric AcidHCID 18694783HCID 18694783, compound

Product 1

HCID 18694782HCID 18694782, compoundYield 64.8%

Reagents, catalysts & solvents 3

HCID 702EthanolSolventHCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

Using the procedure of Stage B of Example 1, 5.65 g of the product of Stage B and 1.45 ml of hydrazine hydrate in 75 ml of ethanol were reacted to obtain 3.8 g of crude product which was dissolved in 4 ml of tetrahydrofuran. Then, 1.87 g of fumaric acid in solution in 20 ml of methanol were added and 10 ml of ether were added. The crystals formed were separated and dried at 80° C. under reduced pressure to obtain 3.77 g of the fumarate of the expected product melting at 160-162° C.

Workup

  1. customwere reacted
  2. customto obtain 3.8 g of crude product which
  3. customThe crystals formed
  4. customwere separated
  5. customdried at 80° C. under reduced pressure

Sources & evidence

ORD record
ord-4537419a2083430fbd551772e85e4022
Source dataset
uspto-grants-2000_08
Patent number
US06100404

Reaction notes

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