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

HRID 1837132Notes

Reaction equation

HRID 1837132 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-cd27fea503b544d58bc015d34115eddc
Source dataset
uspto-grants-2004_08
Patent number
US06780868B2

Reaction notes

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