Sodium Carbonate → HCID 21519301, compound

HRID 1283090Notes

Reaction equation

HRID 1283090 reaction equation
[CH2:1]([O:3][C:4](=[O:15])[CH2:5][NH:6][C:7]1[N:12]=[C:11](Cl)[CH:10]=[C:9]([Cl:14])[N:8]=1)[CH3:2].[Cl:16][C:17]1[CH:24]=[CH:23][C:20]([CH2:21][NH2:22])=[CH:19][CH:18]=1.C(=O)([O-])[O-].[Na+].[Na+]>C(O)C>[CH2:1]([O:3][C:4](=[O:15])[CH2:5][NH:6][C:7]1[N:8]=[C:9]([Cl:14])[CH:10]=[C:11]([NH:22][CH2:21][C:20]2[CH:23]=[CH:24][C:17]([Cl:16])=[CH:18][CH:19]=2)[N:12]=1)[CH3:2]

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 660364-ChlorobenzylamineHCID 21519311HCID 21519311, compound

Product 1

HCID 21519301HCID 21519301, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A stirred mixture of 6.1 g. (0.024 mole) of N-(4,6-dichloro-2-pyrimidinyl)glycine ethyl ester, 3.4 g. (0.024 mole) of p-chlorobenzylamine and 2.6 g. (0.024 mole) of sodium carbonate in 100 ml. of ethanol was heated under reflux for 5 hours. The reaction mixture was filtered and the filtrate on cooling gave a precipitate. The precipitate was collected and recrystallized twice from benzene to give 4.6 g. of product, m.p. 132°-135°C.

Workup

  1. additionA stirred mixture of 6.1 g
  2. temperatureunder reflux for 5 hours
  3. filtrationThe reaction mixture was filtered
  4. temperaturethe filtrate on cooling
  5. customgave a precipitate
  6. customThe precipitate was collected
  7. customrecrystallized twice from benzene
  8. customto give 4.6 g

Sources & evidence

ORD record
ord-d6776f1da7be4337bdb037dac92900db
Source dataset
uspto-grants-1976_08
Patent number
US03974162

Reaction notes

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