Ammonium Acetate → HCID 14745920, compound

HRID 1085236Notes

Reaction equation

HRID 1085236 reaction equation
[Cl:1]/[C:2](/[C:9]([O:11][CH3:12])=[O:10])=[C:3](\Cl)/[C:4]([O:6][CH3:7])=[O:5].C([O-])(=O)C.[NH4+:17]>CN(C)C=O>[NH2:17]/[C:3](/[C:4]([O:6][CH3:7])=[O:5])=[C:2](\[Cl:1])/[C:9]([O:11][CH3:12])=[O:10]

Participants

4

Reactant 2

HCID 517165Ammonium AcetateHCID 3034513Dimethyl 2,3-dichloromaleate

Product 1

HCID 14745920HCID 14745920, compoundYield 83%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
120 °C

Procedure

53.25 g (0.25 mol) of dimethyl dichloromaleate were dissolved in 100 ml of dimethylformamide, and 48.16 g (0.625 mol) of ammonium acetate were added. The mixture was rapidly heated to 120° C. and stirred at 110° C. to 120° C. for one hour. The solvent was subsequently removed by distillation, the residue was taken up in methylene chloride, and the solution was washed with water. The methylene chloride was removed by distillation on an evaporator, and, after recrystallization, 40 g (83% yield) of dimethyl aminochloromaleate were obtained in the form of yellowish, cubic crystals (m.p. 96°-98° C.)

Workup

  1. customThe solvent was subsequently removed by distillation
  2. washthe solution was washed with water
  3. customThe methylene chloride was removed by distillation on an evaporator
  4. customafter recrystallization

Sources & evidence

ORD record
ord-c664d1829b564d459aaa9b4042638d0d
Source dataset
uspto-grants-1991_04
Patent number
US05008392

Reaction notes

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