Sodium Carbonate → HCID 21519309, compound

HRID 1283088Notes

Reaction equation

HRID 1283088 reaction equation
Cl[C:2]1[CH:7]=[C:6]([Cl:8])[N:5]=[C:4]([S:9][CH2:10][C:11]#[CH:12])[N:3]=1.[Cl:13][C:14]1[CH:21]=[CH:20][C:17]([CH2:18][NH2:19])=[CH:16][CH:15]=1.C(=O)([O-])[O-].[Na+].[Na+]>C(O)C>[Cl:8][C:6]1[CH:7]=[C:2]([NH:19][CH2:18][C:17]2[CH:20]=[CH:21][C:14]([Cl:13])=[CH:15][CH:16]=2)[N:3]=[C:4]([S:9][CH2:10][C:11]#[CH:12])[N:5]=1

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 660364-ChlorobenzylamineHCID 21519306HCID 21519306, compound

Product 1

HCID 21519309HCID 21519309, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A stirred mixture of 6.57 g. of 4,6-dichloro-2-(2-propynylthio)pyrimidine, 4.2 g. of p-chlorobenzylamine and 3.18 g. of sodium carbonate in 50 ml. of ethanol was heated under reflux for 5 hours. The reaction mixture was filtered and the filtrate was diluted with 100 ml. of water. The precipitate thus formed was collected and recrystallized from benzene (petroleum ether was added to initiate precipitation) to afford 3.3 g. of product, m.p. 85°-88°C.

Workup

  1. additionA stirred mixture of 6.57 g
  2. temperatureunder reflux for 5 hours
  3. filtrationThe reaction mixture was filtered
  4. additionthe filtrate was diluted with 100 ml
  5. customThe precipitate thus formed
  6. customwas collected
  7. customrecrystallized from benzene (petroleum ether was added to initiate precipitation)
  8. customto afford 3.3 g

Sources & evidence

ORD record
ord-ce83003005034c52b6519c9a52330525
Source dataset
uspto-grants-1976_08
Patent number
US03974162

Reaction notes

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