Thiophosgene → HCID 86585731, compound

HRID 1167675Notes

Reaction equation

HRID 1167675 reaction equation
C(=O)([O-])O.[Na+].Cl.[NH2:7][CH2:8][CH2:9][CH2:10][CH:11]1[C:15](=[O:16])[N:14]([CH2:17][C:18]([O:20][CH3:21])=[O:19])[C:13](=[O:22])[NH:12]1.[C:23](Cl)(Cl)=[S:24]>ClCCl>[N:7]([CH2:8][CH2:9][CH2:10][CH:11]1[C:15](=[O:16])[N:14]([CH2:17][C:18]([O:20][CH3:21])=[O:19])[C:13](=[O:22])[NH:12]1)=[C:23]=[S:24]

Participants

5

Reactant 3

HCID 10040ThiophosgeneHCID 516892Sodium BicarbonateHCID 86585732HCID 86585732, compound

Product 1

HCID 86585731HCID 86585731, compoundYield 75.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

100 ml of a saturated solution of sodium hydrogen carbonate are added to a suspension of 2.65 g (10 mmol) of (11.1) in 30 ml of dichloromethane. After stirring for 10 min while cooling with ice, 1.53 ml (20 mmol) of thiophosgene are added to the methylene chloride phase. The mixture is stirred for 10 min, while cooling with ice, the phases are separated and the water phase is extracted twice with dichloromethane. The combined organic phases are dried over sodium sulfate. 2.04 g (75%) of (11.2) are obtained after filtering and removing the solvent in vacuo.

Workup

  1. stirringThe mixture is stirred for 10 min
  2. temperaturewhile cooling with ice
  3. customthe phases are separated
  4. extractionthe water phase is extracted twice with dichloromethane
  5. dry with materialThe combined organic phases are dried over sodium sulfate

Sources & evidence

ORD record
ord-a8ed5e9f1f8e40d895ebc9e0375cb33b
Source dataset
uspto-grants-2003_09
Patent number
US06620820B2

Reaction notes

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