Sodium Carbonate → 3-[[2-[2-(3,4-Dimethoxyphenyl)ethylamino]-2-oxoethyl]amino]benzamide

HRID 848729Notes

Reaction equation

HRID 848729 reaction equation
Cl.[C:2]([C:5]1[CH:6]=[C:7]([NH:11][CH2:12][C:13]([NH:15][CH2:16][CH2:17][C:18]2[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[C:20]([O:26][CH3:27])[CH:19]=2)=[O:14])[CH:8]=[CH:9][CH:10]=1)(=[O:4])[NH2:3].C(=O)([O-])[O-].[Na+].[Na+].Cl.C(C1C=C(NCC(NC2C=CC(OC)=C(OC)C=2)=O)C=CC=1)(=O)N>C(Cl)(Cl)Cl>[C:2]([C:5]1[CH:6]=[C:7]([NH:11][CH2:12][C:13]([NH:15][CH2:16][CH2:17][C:18]2[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[C:20]([O:26][CH3:27])[CH:19]=2)=[O:14])[CH:8]=[CH:9][CH:10]=1)(=[O:4])[NH2:3]

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 156650Benzamide, 3-((2-((2-(3,4-dimethoxyphenyl)ethyl)amino)-2-oxoethyl)amino)-, monohydrochlorideHCID 205642772-(3-carbamoylphenylamino)-N-(3,4-dimethoxyphenyl)acetamide hydrochloride

Product 1

HCID 1566513-[[2-[2-(3,4-Dimethoxyphenyl)ethylamino]-2-oxoethyl]amino]benzamideYield 84.5%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To 3.0 g of 2-(3-carbamoylphenylamino)-N-(3,4-dimethoxyphenethyl)acetamide hydrochloride were added 20 ml of a 5% aqueous sodium carbonate solution and 125 ml of chloroform, and the mixture was stirred at room temperature until the crystals of the above hydrochloride was completely dissolved. The chloroform layer was separated, washed with water, dried and the solvent was evaporated to dryness in vacuo. The residue was recrystallized from a mixture of methanol and diethyl ether to obtain 2.3 g of 2-(3-carbamoylphenylamino)-N-(3,4-dimethoxyphenethyl)acetamide having a melting point of 133°-135° C.

Workup

  1. dissolutionwas completely dissolved
  2. customThe chloroform layer was separated
  3. washwashed with water
  4. customdried
  5. customthe solvent was evaporated to dryness in vacuo
  6. customThe residue was recrystallized from a mixture of methanol and diethyl ether

Sources & evidence

ORD record
ord-9171c908778144788a069ebd956d8a64
Source dataset
uspto-grants-1981_10
Patent number
US04297357

Reaction notes

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