Sodium Carbonate → (4-Methyl-6-piperonylamino-2-pyrimidinylthio)acetonitrile

HRID 1605243Notes

Reaction equation

HRID 1605243 reaction equation
Cl[C:2]1[CH:7]=[C:6]([CH3:8])[N:5]=[C:4]([S:9][CH2:10][C:11]#[N:12])[N:3]=1.[CH2:13]([NH2:23])[C:14]1[CH:22]=[CH:21][C:20]2[O:19][CH2:18][O:17][C:16]=2[CH:15]=1.C(=O)([O-])[O-].[Na+].[Na+]>C(O)C>[O:19]1[C:20]2[CH:21]=[CH:22][C:14]([CH2:13][NH:23][C:2]3[CH:7]=[C:6]([CH3:8])[N:5]=[C:4]([S:9][CH2:10][C:11]#[N:12])[N:3]=3)=[CH:15][C:16]=2[O:17][CH2:18]1

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 75799Benzo-1,3-dioxole-5-methylamineHCID 12228966Acetonitrile, [(4-chloro-6-methyl-2-pyrimidinyl)thio]-

Product 1

HCID 12228971(4-Methyl-6-piperonylamino-2-pyrimidinylthio)acetonitrile

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A stirred mixture of 13.93 g. (0.07 mole) of (4-chloro-6-methyl-2-pyrimidinylthio)acetonitrile, 10.5 g. (0.07 mole) of piperonylamine and 7.42 g. (0.07 mole) of sodium carbonate in 100 ml of ethanol was heated under reflux for five hours. The mixture was filtered and the filtrate was cooled in ice. The precipitate thus formed was collected and recrystallized from absolute ethanol to give 15.7 g. of product, m.p. 115°-118°.

Workup

  1. additionA stirred mixture of 13.93 g
  2. temperatureunder reflux for five hours
  3. filtrationThe mixture was filtered
  4. temperaturethe filtrate was cooled in ice
  5. customThe precipitate thus formed
  6. customwas collected
  7. customrecrystallized from absolute ethanol
  8. customto give 15.7 g

Sources & evidence

ORD record
ord-94ecfe17e6e54d1bb0dedb5b1ad8e602
Source dataset
uspto-grants-1976_04
Patent number
US03950339

Reaction notes

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