Thionyl Chloride → HCID 19855599, compound

HRID 1650003Notes

Reaction equation

HRID 1650003 reaction equation
S(Cl)([Cl:3])=O.[ClH:5].Cl.[CH3:7][C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([CH3:14])[C:9]=1[NH:15][CH2:16][CH:17]([NH:19][CH2:20][CH2:21]O)[CH3:18]>C1(C)C=CC=CC=1>[ClH:3].[ClH:5].[CH3:7][C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([CH3:14])[C:9]=1[NH:15][CH2:16][CH:17]([NH:19][CH2:20][CH2:21][Cl:5])[CH3:18]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 19855596HCID 19855596, compound

Product 1

HCID 19855599HCID 19855599, compoundYield 92%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
80 °C

Procedure

4 ml of thionyl chloride are added to a suspension of 10.0 g (35.1 mmoles) of 1-(2,6-dimethylphenyl-amino)-2-(2hydroxyethylamino)-propane dihydrochloride, prepared as des ribed in Example 49, in 100 ml of dry toluene, and the mixture is stirred at 80° C. for 3 hours and then at 100° C. for one hour. The mixture is cooled, the separated precipitate is filtered off, washed with toluene and dried. 10.1 g (92%) of 1-(2,6-dimethylphenyl-amino)-2-(2-chloro-ethylamino)-propane dihydrochloride are obtained; m.p.: 163°-168° C.

Workup

  1. customprepared as des
  2. waitat 100° C. for one hour
  3. temperatureThe mixture is cooled
  4. filtrationthe separated precipitate is filtered off
  5. washwashed with toluene
  6. customdried

Sources & evidence

ORD record
ord-95dcae183724402e83a93d2e6d4ea4f3
Source dataset
uspto-grants-1990_05
Patent number
US04922021

Reaction notes

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