Dichloromethane → HCID 22096864, compound

HRID 1458684Notes

Reaction equation

HRID 1458684 reaction equation
S(Cl)([Cl:3])=O.O[CH2:6][CH2:7][N:8]([C:12]1[CH:22]=[CH:21][CH:20]=[CH:19][C:13]=1[C:14]([O:16][CH2:17][CH3:18])=[O:15])[CH2:9]CO.[CH2:23]([Cl:25])Cl>>[Cl:3][CH2:6][CH2:7][N:8]([C:12]1[CH:22]=[CH:21][CH:20]=[CH:19][C:13]=1[C:14]([O:16][CH2:17][CH3:18])=[O:15])[CH2:9][CH2:23][Cl:25]

Participants

4

Reactant 3

HCID 6344DichloromethaneHCID 24386Thionyl ChlorideHCID 22096787HCID 22096787, compound

Product 1

HCID 22096864HCID 22096864, compoundYield 83%

Procedure

Thionyl chloride (0.8 ml; 11.0 mmol) was added to a solution of 1.0 g (4.0 mmol) of ethyl 2-[N,N-bis(2-hydroxyethyl)amino]benzoate in 5 ml of methylene chloride, followed by stirring at room temperature for 1 hour. After the solvent was distilled out under reduced pressure, methylene chloride was added again in a small amount and was then distilled out under reduced pressure. This procedure was repeated twice. The resultant mixture was concentrated under reduced pressure, whereby 950 mg of a brown oil were obtained (yield: 83%).

Workup

  1. distillationAfter the solvent was distilled out under reduced pressure, methylene chloride
  2. additionwas added again in a small amount
  3. distillationwas then distilled out under reduced pressure
  4. concentrationThe resultant mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-55d2f597448047fdb2554b63889c9598
Source dataset
uspto-grants-1998_12
Patent number
US05852011

Reaction notes

Loading…