Dimethylamine → HCID 20542253, compound

HRID 1577626Notes

Reaction equation

HRID 1577626 reaction equation
[CH3:1][NH:2][CH3:3].[ClH:4].[Cl:5][CH2:6][CH2:7][CH:8]1[CH2:12][N:11]([CH2:13][CH3:14])[C:10](=[NH:15])[N:9]1[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>C(O)C>[ClH:5].[ClH:4].[CH2:13]([N:11]1[CH2:12][CH:8]([CH2:7][CH2:6][N:2]([CH3:3])[CH3:1])[N:9]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH:10]1[NH2:15])[CH3:14]

Participants

4

Reactant 2

HCID 674DimethylamineHCID 12952928HCID 12952928, compound

Product 1

HCID 20542253HCID 20542253, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a 9.4 g (0.21 mole) of dimethylamine in 200 ml ethanol was added 20 g (0.0695 mole) of 4-(2-chloroethyl)-1-ethyl-2-imino-3-phenylimidazolidine hydrochloride and the solution heated at 100° C. in a steel bomb for 18 hours. The contents were concentrated on the rotary evaporator and the resulting residue partitioned between chloroform and dilute NaOH. The chloroform solution was concentrated and the residue dissolved in isobutyl methyl ketone which was acidified with ethereal HCl. The resulting crystals were recrystallized from isopropanol-isobutyl methyl ketone. Yield 7.8 g (37.8%); m.p. 252°-254° C.

Workup

  1. concentrationThe contents were concentrated on the rotary evaporator
  2. customthe resulting residue partitioned between chloroform and dilute NaOH
  3. concentrationThe chloroform solution was concentrated
  4. dissolutionthe residue dissolved in isobutyl methyl ketone which
  5. customThe resulting crystals were recrystallized from isopropanol-isobutyl methyl ketone

Sources & evidence

ORD record
ord-464b30f2bc7a453880166ebe4ccd4a35
Source dataset
uspto-grants-1981_09
Patent number
US04288591

Reaction notes

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