Carbon Dioxide → HCID 86734268, compound

HRID 1973520Notes

Reaction equation

HRID 1973520 reaction equation
[C:1]1([NH:7][C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[H-].[Na+:15].[H][H].[C:18](=[O:20])=[O:19]>O1CCCC1>[C:8]1([N:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[C:18](=[O:19])[O-:20])[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1.[Na+:15]

Participants

6

Reactant 4

HCID 280Carbon DioxideHCID 11487DiphenylamineHCID 24758Sodium hydrideHCID 178418361HCID 178418361, compound

Product 1

HCID 86734268HCID 86734268, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

A solution of 16.9 grams diphenylamine (0.1 mole) in 100 ml tetrahydrofuran was added, dropwise and with stirring, to a suspension of 4.2 grams sodium hydride (57% in mineral oil, washed with pentane) in 400 ml tetrahydrofuran. After the evolution of hydrogen had ceased, dry CO2 was passed through the solution for 30 minutes. Evaporation of the tetrahydrofuran afforded 21.2 grams (90%) of the sodium N, N-diphenylcarbamate, as a greyish solid, m.p. > 250° C. This compound had the following structure: ##STR6##

Workup

  1. customEvaporation of the tetrahydrofuran

Sources & evidence

ORD record
ord-6bc85cd5d0ab43938af93589a905d523
Source dataset
uspto-grants-1976_12
Patent number
US03997597

Reaction notes

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