1,2,3,6-Tetrahydropyridine → HCID 178501988, compound

HRID 464779Notes

Reaction equation

HRID 464779 reaction equation
C1(C)C=CC(S(O[C:11]2[N:16]=[C:15]([NH:17][C:18]([O:20][CH3:21])=[O:19])[N+:14]([O-:22])=[C:13]([NH:23][C:24]([O:26][CH3:27])=[O:25])[CH:12]=2)(=O)=O)=CC=1.[NH:29]1[CH2:34][CH2:33][CH:32]=[CH:31][CH2:30]1>C(Cl)(Cl)Cl.C(Cl)Cl>[N:29]1([C:11]2[N:16]=[C:15]([NH:17][C:18]([O:20][CH3:21])=[O:19])[N+:14]([O-:22])=[C:13]([NH:23][C:24]([O:26][CH3:27])=[O:25])[CH:12]=2)[CH2:30][CH:31]=[CH:32][CH2:33][CH2:34]1

Participants

5

Reactant 2

HCID 127501,2,3,6-TetrahydropyridineHCID 178502002HCID 178502002, compound

Product 1

HCID 178501988HCID 178501988, compound

Reagents, catalysts & solvents 2

HCID 6212ChloroformSolventHCID 6344DichloromethaneSolvent

Procedure

1.0 g of dimethyl 6-[(p-tolylsulfonyl)oxy]-2,4-pyrimidinedicarbamate-3-oxide is dissolved in 20 ml of chloroform and the solution is heated at reflux with 1 ml of 1,2,5,6-tetrahydropyridine. The cooled mixture is diluted with methylene chloride and washed with water. The organic phase is dried over sodium sulfate and concentrated. The residue is recrystallized from methylene chloride and methanol, there being obtained pure dimethyl 6-[3,6-dihydro-1(2H)-pyridyl]-2,4-pyrimidinedicarbamate-3-oxide of melting point 185°-187°.

Workup

  1. temperaturethe solution is heated
  2. washwashed with water
  3. dry with materialThe organic phase is dried over sodium sulfate
  4. concentrationconcentrated
  5. customThe residue is recrystallized from methylene chloride and methanol, there

Sources & evidence

ORD record
ord-b19a3b9911cd49179bdb59601c488663
Source dataset
uspto-grants-1985_10
Patent number
US04549019

Reaction notes

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