Lithium Hydroxide → Carbamic acid, ethyl ester

HRID 1076283Notes

Reaction equation

HRID 1076283 reaction equation
[OH-:1].[Li+].[S].[Se].[N+:5]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)([O-:7])=[O:6].[O:14]1[CH2:19][CH2:18]OC[CH2:15]1>CO.C(O)(=O)C>[N+:5]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)([O-:7])=[O:6].[NH2:5][C:15]([O:14][CH2:19][CH3:18])=[O:1]

Participants

9

Reactant 5

HCID 3939Lithium HydroxideHCID 7416NitrobenzeneHCID 312751,4-DioxaneHCID 5362487SulfurHCID 6326970Selenium

Product 2

HCID 5641Carbamic acid, ethyl esterHCID 7416Nitrobenzene

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 887MethanolSolvent

Procedure

0.29 gram of lithium hydroxide, 0.72 gram of acetic acid, 0.25 gram of sulfur, 0.25 gram of selenium metal, 10 milliliters of nitrobenzene, 15 milliliters of methanol and 15 milliliters of dioxane were charged into a 110 milliliter autoclave maintained under an initial carbon monoxide pressure of 2600 psig and at a temperature of 200° C. for 45 minutes. A nitrobenzene conversion of 98 per cent and a urethane product yield of 88.4 per cent were obtained as determined by gas chromatographic analysis.

Workup

  1. temperatureautoclave maintained under an initial carbon monoxide pressure of 2600 psig

Sources & evidence

ORD record
ord-b07e88e45d0949fcb956682cae7fdedb
Source dataset
uspto-grants-1976_05
Patent number
US03956360

Reaction notes

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