Sodium Carbonate → HCID 21519308, compound

HRID 1283091Notes

Reaction equation

HRID 1283091 reaction equation
[CH2:1]([O:3][C:4](=[O:15])[CH2:5][NH:6][C:7]1[CH:12]=[C:11]([Cl:13])[N:10]=[C:9](Cl)[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[CH:12]=[C:11]([Cl:13])[N:10]=[C:9]([NH:22][CH2:21][C:20]2[CH:23]=[CH:24][C:17]([Cl:16])=[CH:18][CH:19]=2)[N:8]=1)[CH3:2]

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 660364-ChlorobenzylamineHCID 15506311HCID 15506311, compound

Product 1

HCID 21519308HCID 21519308, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A stirred mixture of 10.0 g. (0.04 mole) of N-(2,6-dichloro-4-pyrimidinyl)glycine ethyl ester, prepared in Example 8, 5.6 g. (0.04 mole) of p-chlorobenzylamine and 4.24 g. (0.04 mole) of sodium carbonate in 100 ml. of ethanol was heated under reflux for 6 hours. The reaction mixture was filtered and the filtrate was cooled in ice. The precipitate thus formed was collected and recrystallized from benzene with petroleum ether being added to initiate precipitation to give 4.1 g. of product, m.p. 168°-170°C.

Workup

  1. additionA stirred mixture of 10.0 g
  2. temperatureunder reflux for 6 hours
  3. filtrationThe reaction mixture was filtered
  4. temperaturethe filtrate was cooled in ice
  5. customThe precipitate thus formed
  6. customwas collected
  7. customrecrystallized from benzene with petroleum ether being
  8. additionadded
  9. customprecipitation
  10. customto give 4.1 g

Sources & evidence

ORD record
ord-5e455391eea0452ba7b2b0cdb097c2a3
Source dataset
uspto-grants-1976_08
Patent number
US03974162

Reaction notes

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