1-Methylpyrrole → HCID 23347801, compound

HRID 1706331Notes

Reaction equation

HRID 1706331 reaction equation
[CH3:1][N:2]1[CH:6]=[CH:5][CH:4]=[CH:3]1.[C:7]([C:9]([O:11][CH2:12][CH3:13])=[O:10])#[N:8].C(=O)(O)[O-].[Na+]>C(O)C>[NH:8]=[C:7]([C:3]1[N:2]([CH3:1])[CH:6]=[CH:5][CH:4]=1)[C:9]([O:11][CH2:12][CH3:13])=[O:10]

Participants

5

Reactant 3

HCID 73041-MethylpyrroleHCID 69336Ethyl cyanoformateHCID 516892Sodium Bicarbonate

Product 1

HCID 23347801HCID 23347801, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A stream of dry halogen chloride is passed as a moderate rate through a solution of 12.5 g of N-methylpyrrole and 16.8 g of ethyl cyanoformate in 125 mls of ethanol-free chloroform at 22° C. for 31/2 hours. The reaction mixture is added dropwise with stirring to a 1.5 liter solution of 5% sodium bicarbonate. The chloroform layer is separated, dried over Na2SO4 and evaporated in vacuo at room temperature to give a brown oil (ethyl α-imino-1-methylpyrrole-2-acetate).

Workup

  1. custom2 hours
  2. additionThe reaction mixture is added dropwise
  3. customThe chloroform layer is separated
  4. dry with materialdried over Na2SO4
  5. customevaporated in vacuo at room temperature

Sources & evidence

ORD record
ord-653f0417e689463bb0429f7323cf08e0
Source dataset
uspto-grants-1980_06
Patent number
US04207237

Reaction notes

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