Diphosgene → HCID 57971598, compound

HRID 2276981Notes

Reaction equation

HRID 2276981 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:9]=[CH:10][CH:11]=1)[CH2:7][NH2:8])([O-:3])=[O:2].[O:12]=[C:13](Cl)OC(Cl)(Cl)Cl>O1CCOCC1>[N:8]([CH2:7][C:6]1[CH:9]=[CH:10][CH:11]=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=1)=[C:13]=[O:12]

Participants

4

Reactant 2

HCID 10426DiphosgeneHCID 1227223-Nitrobenzylamine

Product 1

HCID 57971598HCID 57971598, compoundYield 126.4%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
75 °C

Procedure

3-Nitro-benzylamine (2.3 g, 15.1 mmol) was dissolved in anhydrous dioxane (50 ml) under N2 atmosphere. Diphosgene (2.2 ml, 18.2 mmol) was added, a precipitate formed which dissolved upon heating to 75° C. The reaction was stirred at 75° C. for 3 h, cooled and evaporated to dryness giving 3.4 g of crude material which was used in the next step without further purification.

Workup

  1. customa precipitate formed which
  2. dissolutiondissolved
  3. temperaturecooled
  4. customevaporated to dryness

Sources & evidence

ORD record
ord-7e54c253a5eb428e841389908ae3d614
Source dataset
uspto-grants-2015_09
Patent number
US09133104B2

Reaction notes

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