3-Pyrroline → HCID 178501987, compound

HRID 47027Notes

Reaction equation

HRID 47027 reaction equation
Cl[C:2]1[N:7]=[C:6]([NH:8][C:9]([O:11][CH3:12])=[O:10])[N+:5]([O-:13])=[C:4]([NH:14][C:15]([O:17][CH3:18])=[O:16])[CH:3]=1.[NH:19]1[CH2:23][CH:22]=[CH:21][CH2:20]1>C(Cl)Cl>[N:19]1([C:2]2[N:7]=[C:6]([NH:8][C:9]([O:11][CH3:12])=[O:10])[N+:5]([O-:13])=[C:4]([NH:14][C:15]([O:17][CH3:18])=[O:16])[CH:3]=2)[CH2:23][CH:22]=[CH:21][CH2:20]1

Participants

4

Reactant 2

HCID 660593-PyrrolineHCID 178501976HCID 178501976, compound

Product 1

HCID 178501987HCID 178501987, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A suspension of 12.5 g. of dimethyl 6-chloro-2,4-pyrimidine-dicarbamate-3-oxide in 100 ml. of methylene chloride is treated with 15 g. of 3-pyrroline and the mixture is stirred at room temperature under an argon atmosphere for 26 hours. The white precipitate formed is filtered off and recrystallized from a mixture of methylene chloride and methanol, there being obtained pure dimethyl 6-(3-pyrrolin-1-yl)-2,4-pyrimidine-dicarbamate-3-oxide, having a melting point of 206° C. (decomposition).

Workup

  1. additionA suspension of 12.5 g
  2. customThe white precipitate formed
  3. filtrationis filtered off
  4. customrecrystallized from a mixture of methylene chloride and methanol, there

Sources & evidence

ORD record
ord-b3d8b6a5e820468e86a650a333843cfa
Source dataset
uspto-grants-1979_11
Patent number
US04176119

Reaction notes

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