Thiophosgene → HCID 20566448, compound

HRID 848199Notes

Reaction equation

HRID 848199 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([CH:18]=[CH:19][CH:20]=1)[C:5]([NH:7][C:8]1[CH:13]=[CH:12][C:11]([NH:14][NH:15][CH:16]=[O:17])=[CH:10][CH:9]=1)=[O:6].C(=O)([O-])[O-].[Ca+2].[C:26](Cl)(Cl)=[S:27]>O1CCOCC1.O>[CH:16]([NH:15][NH:14][C:11]1[CH:10]=[CH:9][C:8]([NH:7][C:5]([C:4]2[CH:3]=[C:2]([N:1]=[C:26]=[S:27])[CH:20]=[CH:19][CH:18]=2)=[O:6])=[CH:13][CH:12]=1)=[O:17]

Participants

6

Reactant 3

HCID 10040ThiophosgeneHCID 10112Calcium CarbonateHCID 14150246HCID 14150246, compound

Product 1

HCID 20566448HCID 20566448, compoundYield 71.3%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Procedure

51 g of 2-[4-(3-aminobenzamido)phenyl]-1-formylhydrazine and 29 g of calcium carbonate were dispersed in a mixture of 120 ml of dioxane and 120 ml of water. To the dispersion, 25 g of thiophosgene was added under cooling with ice. After reacting under cooling with ice for 3 hours, the crystals deposited were collected by filtration to obtain 42 g of the object compound.

Workup

  1. temperatureunder cooling with ice
  2. temperatureunder cooling with ice for 3 hours
  3. filtrationthe crystals deposited were collected by filtration

Sources & evidence

ORD record
ord-b7b1c3330d9943a89384b0a504dd24f4
Source dataset
uspto-grants-1981_10
Patent number
US04294919

Reaction notes

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