Ethyl chloroformate → HCID 14601944, compound

HRID 1638377Notes

Reaction equation

HRID 1638377 reaction equation
C(=O)(O)[O-].[Na+].[NH2:6][N:7]1[CH:11]=[CH:10][CH:9]=[CH:8]1.Cl[C:13]([O:15][CH2:16][CH3:17])=[O:14]>ClCCl>[CH2:16]([O:15][C:13](=[O:14])[NH:6][N:7]1[CH:11]=[CH:10][CH:9]=[CH:8]1)[CH3:17]

Participants

5

Reactant 3

HCID 10928Ethyl chloroformateHCID 1365891-AminopyrroleHCID 516892Sodium Bicarbonate

Product 1

HCID 14601944HCID 14601944, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 15 g of sodium bicarbonate and 9.2 g of (N-amino)pyrrole in 50 ml of dichloromethane was treated over a period of fifteen minutes with 11.4 ml of ethyl chloroformate. The reaction mixture was then stirred at ambient temperature for four hours and filtered. The filtrate was washed with water followed by a saturated solution of sodium chloride, dried over anhydrous magnesium sulfate, and filtered. Concentration afforded 17 g of N-(1H-pyrrol-1-yl)carbamic acid ethyl ester, m.p. 60°-61° C.; MS(EI)M+ @ 154(100%); IR(CHCl3)-NH @ 3430 cm-1, C=O @ 1755 cm-1.

Workup

  1. filtrationfiltered
  2. washThe filtrate was washed with water
  3. dry with materialdried over anhydrous magnesium sulfate
  4. filtrationfiltered
  5. concentrationConcentration

Sources & evidence

ORD record
ord-6f6a43b6d5c3416e91e2e8816acfd667
Source dataset
uspto-grants-1989_11
Patent number
US04879382

Reaction notes

Loading…