Dichloromethane → N,N-Bis(2-chloroethyl)-N'-phenylcarbamimidic acid

HRID 413275Notes

Reaction equation

HRID 413275 reaction equation
S(Cl)([Cl:3])=O.O[CH2:6][CH2:7][N:8]([CH2:18]CO)[C:9]([NH:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)=[O:10].Cl[CH2:22][Cl:23]>>[Cl:3][CH2:6][CH2:7][N:8]([CH2:18][CH2:22][Cl:23])[C:9]([NH:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)=[O:10]

Participants

4

Reactant 3

HCID 6344DichloromethaneHCID 24386Thionyl ChlorideHCID 22390756HCID 22390756, compound

Product 1

HCID 247712N,N-Bis(2-chloroethyl)-N'-phenylcarbamimidic acid

Procedure

26.44 ml of thionyl chloride are added, at 0° C., to a solution of 0.173 mol of the product obtained in Step 1 in 100 ml of dichloromethane. After reacting for 4 hours at reflux and then for 12 hours at ambient temperature, the reaction mixture is concentrated under reduced pressure.

Workup

  1. temperatureat reflux
  2. waitfor 12 hours at ambient temperature
  3. concentrationthe reaction mixture is concentrated under reduced pressure

Sources & evidence

ORD record
ord-7795bb81d61a4f37b1b3c8f85dca6f17
Source dataset
uspto-grants-2003_05
Patent number
US06566364B2

Reaction notes

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