Hydrochloric Acid → HCID 20574336, compound

HRID 894518Notes

Reaction equation

HRID 894518 reaction equation
ClC1C=CC(CN2CC(C3C=CC=CC=3)=C(O)C2=O)=CC=1.C(N(CC)CCCl)C.Cl.Cl.[Cl:32][C:33]1[CH:59]=[CH:58][C:36]([CH2:37][N:38]2[CH2:42][C:41]([C:43]3[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=3)=[C:40]([O:49][CH2:50][CH2:51][N:52]([CH2:55][CH3:56])[CH2:53][CH3:54])[C:39]2=[O:57])=[CH:35][CH:34]=1>C(OCC)(=O)C>[Cl:32][C:33]1[CH:34]=[CH:35][C:36]([CH2:37][N:38]2[CH2:42][C:41]([C:43]3[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=3)=[C:40]([O:49][CH2:50][CH2:51][N:52]([CH2:53][CH3:54])[CH2:55][CH3:56])[C:39]2=[O:57])=[CH:58][CH:59]=1

Participants

6

Reactant 4

HCID 313Hydrochloric Acid2×HCID 13364Diethylaminoethyl chlorideHCID 20574339HCID 20574339, compoundHCID 20574357HCID 20574357, compound

Product 1

HCID 20574336HCID 20574336, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

In a manner analogous to that described in Example 1, 30.0 g. 1-(4-chlorobenzyl)-3-hydroxy-4-phenyl-3-pyrrolin-2-one is reacted with 20.3 g. β-diethylaminoethyl chloride. The base thus obtained is converted into the crystalline hydrochloride in ethyl acetate by means of gaseous hydrogen chloride. There is obtained 24.8 g. (57% of theory) 1-(4-chlorobenzyl)-3-(β-diethylaminoethoxy)-4-phenyl-3-pyrrolin-2-one hydrochloride; m.p. 143°-145° C., after recrystallization from methyl ethyl ketone.

Workup

  1. customThe base thus obtained
  2. customThere is obtained 24.8 g
  3. customm.p. 143°-145° C., after recrystallization from methyl ethyl ketone

Sources & evidence

ORD record
ord-93f67384bee24bebacf126987bce5501
Source dataset
uspto-grants-1981_08
Patent number
US04284632

Reaction notes

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