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Sodium Carbonate → HCID 12228978, compound

HRID 1605245
Notes
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Reaction equation

HRID 1605245 reaction equation
Cl[C:2]1[CH:7]=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[N:5]=[C:4]([S:14][CH2:15][C:16]#[N:17])[N:3]=1.[CH2:18]([NH2:28])[C:19]1[CH:27]=[CH:26][C:25]2[O:24][CH2:23][O:22][C:21]=2[CH:20]=1.C(=O)([O-])[O-].[Na+].[Na+]>C(O)C>[O:24]1[C:25]2[CH:26]=[CH:27][C:19]([CH2:18][NH:28][C:2]3[CH:7]=[C:6]([C:8]4[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=4)[N:5]=[C:4]([S:14][CH2:15][C:16]#[N:17])[N:3]=3)=[CH:20][C:21]=2[O:22][CH2:23]1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 75799Benzo-1,3-dioxole-5-methylamineHCID 12228973Acetonitrile, [(4-chloro-6-phenyl-2-pyrimidinyl)thio]-

Product 1

HCID 12228978HCID 12228978, compoundYield 57.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A stirred suspension of 19.5 g (0.075 mole) of (4-chloro-6-phenyl-2-pyrimidinylthio)acetonitrile, 11.3 g (0.074 mole) of piperonylamine and 7.95 g (0.075 mole) of sodium carbonate was heated under reflux in 250 ml of ethanol for six hours. The mixture was filtered and the filtrate was cooled in ice. The precipitate was collected and recrystallized from ethanol to give 16 g of product, mp. 140°-142°.

Workup

  1. temperaturewas heated
  2. filtrationThe mixture was filtered
  3. temperaturethe filtrate was cooled in ice
  4. customThe precipitate was collected
  5. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-274d444d5c164d119ebc61609f527d7d
Source dataset
uspto-grants-1976_04
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US03950339

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes