Sodium Carbonate → HCID 12228986, compound

HRID 1605246Notes

Reaction equation

HRID 1605246 reaction equation
Cl[C:2]1[CH:7]=[C:6]([CH2:8][CH2:9][CH3:10])[N:5]=[C:4]([S:11][CH2:12][C:13]#[N:14])[N:3]=1.[CH2:15]([NH2:25])[C:16]1[CH:24]=[CH:23][C:22]2[O:21][CH2:20][O:19][C:18]=2[CH:17]=1.C(=O)([O-])[O-].[Na+].[Na+]>>[O:21]1[C:22]2[CH:23]=[CH:24][C:16]([CH2:15][NH:25][C:2]3[CH:7]=[C:6]([CH2:8][CH2:9][CH3:10])[N:5]=[C:4]([S:11][CH2:12][C:13]#[N:14])[N:3]=3)=[CH:17][C:18]=2[O:19][CH2:20]1

Participants

4

Reactant 3

HCID 10340Sodium CarbonateHCID 75799Benzo-1,3-dioxole-5-methylamineHCID 12228980Acetonitrile, [(4-chloro-6-propyl-2-pyrimidinyl)thio]-

Product 1

HCID 12228986HCID 12228986, compound

Procedure

A stirred suspension of 13.50 g. (0.06 mole) of (4-chloro-6-propyl-2-pyrimidinylthio)acetonitrile, 9.00 g. (0.06 mole) of piperonylamine and 6.36 g. (0.06 mole) of sodium carbonate was heated under reflux for six hours. The mixture was filtered and the filtrate was evaporated in a rotary evaporator. The residue was dissolved in ethyl acetate, diluted with petroleum ether and was cooled in ice. The precipitate which formed was collected and recrystallized from a mixture of ethanol-petroleum ether to give 3.0 g. of product, m.p. 92°-94°.

Workup

  1. additionA stirred suspension of 13.50 g
  2. temperatureunder reflux for six hours
  3. filtrationThe mixture was filtered
  4. customthe filtrate was evaporated in a rotary evaporator
  5. dissolutionThe residue was dissolved in ethyl acetate
  6. additiondiluted with petroleum ether
  7. temperaturewas cooled in ice
  8. customThe precipitate which formed
  9. customwas collected
  10. customrecrystallized from a mixture of ethanol-petroleum ether
  11. customto give 3.0 g

Sources & evidence

ORD record
ord-e7d555ff973347a49430301b8770194e
Source dataset
uspto-grants-1976_04
Patent number
US03950339

Reaction notes

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