Ethyl chloroformate → HCID 67173096, compound

HRID 1256180Notes

Reaction equation

HRID 1256180 reaction equation
[CH2:1]([S:8][C:9]1[CH:15]=[CH:14][C:13]([N+:16]([O-:18])=[O:17])=[CH:12][C:10]=1[NH2:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl[C:20]([O:22][CH2:23][CH3:24])=[O:21].CCN(C(C)C)C(C)C>CN(C=O)C.CCOC(C)=O>[CH2:1]([S:8][C:9]1[CH:15]=[CH:14][C:13]([N+:16]([O-:18])=[O:17])=[CH:12][C:10]=1[NH:11][C:20](=[O:21])[O:22][CH2:23][CH3:24])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

6

Reactant 3

HCID 10928Ethyl chloroformateHCID 81531DiisopropylethylamineHCID 62506330HCID 62506330, compound

Product 1

HCID 67173096HCID 67173096, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 8857Ethyl AcetateSolvent

Procedure

To the solution of 2-(benzylthio)-5-nitroaniline (2.61 g, 10 mmol) in DMF (10 ml), added ethyl chloroformate (1.05 ml, 1 lmmol), followed by DIPEA (2.1 ml, 12 mmol). Stirred for 4 hours. Diluted with EtOAc, washed with water and brine, dried over Na2SO4. Concentrated to give ethyl 2-(benzylthio)-5-nitrophenylcarbamate as product.

Workup

  1. washwashed with water and brine
  2. dry with materialdried over Na2SO4
  3. concentrationConcentrated

Sources & evidence

ORD record
ord-29b558e59cf74f55939e1f3f3743e33a
Source dataset
uspto-grants-2013_06
Patent number
US08461134B2

Reaction notes

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