Sodium Carbonate → HCID 54136524, compound

HRID 2396820

Reaction equation

HRID 2396820 reaction equation
[CH2:1]([C:5]1C=CC=[C:7]([OH:8])[C:6]=1O)CCC.C([O-])([O-])=O.[Na+].[Na+].[NH2:19][C:20]1[CH:29]=[C:28]([C:30]([O:32][CH3:33])=[O:31])[CH:27]=[CH:26][C:21]=1[C:22]([O:24][CH3:25])=[O:23].C(CC(Cl)=O)=C>CC(C)=O>[C:7]([NH:19][C:20]1[CH:29]=[C:28]([C:30]([O:32][CH3:33])=[O:31])[CH:27]=[CH:26][C:21]=1[C:22]([O:24][CH3:25])=[O:23])(=[O:8])[CH:6]=[CH:5][CH3:1]

Participants

6

Reactant 4

HCID 10340Sodium CarbonateHCID 79336Dimethyl aminoterephthalateHCID 10192593HCID 10192593, compoundHCID 10975427But-3-enoyl Chloride

Product 1

HCID 54136524HCID 54136524, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

110 mg of butylpyrocatechol (as a polymerization inhibitor) and 180 g of dry Na2CO3 (anhydrous) are added to 167.4 g (0.8 mol) of dimethyl aminoterephthalate in 3 1 of acetone. 89 g (0.85 mol) of vinylacetyl chloride are added dropwise to this mixture at 35°-40 ° C. in the course of 20 minutes and the mixture is then boiled under reflux for 4 hours. The filtered solution is concentrated to 1 1 and the concentrate is crystallized in the cold. The crystals of dimethyl N-butenoylaminoterephthalate isolated are recrystallized once from 1.2 1 of methanol and then from a mixture of 426 ml of ethyl acetate and 344 ml of methanol.

Workup

  1. temperatureunder reflux for 4 hours
  2. concentrationThe filtered solution is concentrated to 1 1
  3. customthe concentrate is crystallized in the cold

Sources & evidence

ORD record
ord-e6d2417d963047d784c9307109a64408
Source dataset
uspto-grants-1996_02
Patent number
US05494949

Linked notes

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