Sodium Carbonate → HCID 86733084, compound

HRID 1578960Notes

Reaction equation

HRID 1578960 reaction equation
[Cl:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6][NH2:7])=[CH:4][CH:3]=1.C(=O)([O-])[O-].[Na+].[Na+].[Cl:16][C:17]1[C:22]([CH3:23])=[C:21](Cl)[N:20]=[C:19]([S:25][CH2:26][C:27]([O:29][CH2:30][CH3:31])=[O:28])[N:18]=1>C(O)C>[Cl:16][C:17]1[C:22]([CH3:23])=[C:21]([NH:7][CH2:6][C:5]2[CH:8]=[CH:9][C:2]([Cl:1])=[CH:3][CH:4]=2)[N:20]=[C:19]([S:25][CH2:26][C:27]([O:29][CH2:30][CH3:31])=[O:28])[N:18]=1

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 660364-ChlorobenzylamineHCID 86733085HCID 86733085, compound

Product 1

HCID 86733084HCID 86733084, compoundYield 31.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A stirred mixture of 4.2 g of p-chlorobenzylamine, 3.18 g of sodium carbonate and 8.4 g of (4,6-dichloro-5-methyl-2-pyrimidinylthio)acetic acid, ethyl ester in 100 ml of ethanol was heated under reflux for 4 hr. The reaction mixture was filtered and water was added to the filtrate to start precipitation. The collected solid was recrystallized from benzenepetroleum ether to give 3.6 g of product, mp. 114°-117°C.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 4 hr
  3. filtrationThe reaction mixture was filtered
  4. additionwater was added to the filtrate
  5. customprecipitation
  6. customThe collected solid was recrystallized from benzenepetroleum ether

Sources & evidence

ORD record
ord-cda401845d1e4ba08feb38f302dead63
Source dataset
uspto-grants-1976_02
Patent number
US03940394

Reaction notes

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