Phosgene → HCID 18693143, compound

HRID 326227Notes

Reaction equation

HRID 326227 reaction equation
[C:1](Cl)(Cl)=[O:2].[CH3:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]2[C:13]([C:18]([NH:20][NH2:21])=[O:19])=[CH:14][CH:15]=[CH:16][CH:17]=2)=[CH:8][CH:7]=1>C(Cl)(Cl)Cl>[CH3:5][C:6]1[CH:7]=[CH:8][C:9]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[C:18]2[O:19][C:1](=[O:2])[NH:21][N:20]=2)=[CH:10][CH:11]=1

Participants

4

Reactant 2

HCID 6371PhosgeneHCID 13937904'-Methylbiphenyl-2-carbohydrazide

Product 1

HCID 18693143HCID 18693143, compoundYield 91.6%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

6.5 g of phosgene are dissolved in 60 ml of chloroform. 1.45 g of the hydrazide prepared in step A in 40 ml of chloroform are added dropwise and the mixture is refluxed for 4 hours. It is evaporated and the residue is taken up with DCM, washed with water, dried over sodium sulfate, filtered and evaporated to give 1.48 g of the expected product.

Workup

  1. temperaturethe mixture is refluxed for 4 hours
  2. customIt is evaporated
  3. washwashed with water
  4. dry with materialdried over sodium sulfate
  5. filtrationfiltered
  6. customevaporated

Sources & evidence

ORD record
ord-ed04c7eff643487f900c86ff7ca8dde2
Source dataset
uspto-grants-1993_12
Patent number
US05268375

Reaction notes

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