2-Chloro-N,N-dimethylethylamine → HCID 20574346, compound

HRID 894517Notes

Reaction equation

HRID 894517 reaction equation
CN(C)CCCl.C([O-])(=O)C([O-])=O.C(O)(=O)C(O)=O.[N:19]1[CH:24]=[CH:23][CH:22]=[C:21]([CH2:25][N:26]2[CH2:30][C:29]([C:31]3[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=3)=[C:28]([O:37][CH2:38][CH2:39][N:40]([CH3:42])[CH3:41])[C:27]2=[O:43])[CH:20]=1>C(O)(C)C>[N:19]1[CH:24]=[CH:23][CH:22]=[C:21]([CH2:25][N:26]2[CH2:30][C:29]([C:31]3[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=3)=[C:28]([O:37][CH2:38][CH2:39][N:40]([CH3:41])[CH3:42])[C:27]2=[O:43])[CH:20]=1

Participants

5

Reactant 3

HCID 79012-Chloro-N,N-dimethylethylamineHCID 71081OxalateHCID 20574345HCID 20574345, compound

Product 1

HCID 20574346HCID 20574346, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

In a manner analogous to that described in Example 1, 26.6 g. 1-(3-picolyl)-3-hydroxy-4-phenyl-2-pyrrolin-2-one is reacted with 20.0 g. β-dimethylaminoethyl chloride. The base so obtained is converted into the crystalline oxalate in isopropanol and then recrystallized from methanol. There is obtained 20.4 g. (39% of theory) 1-(3-picolyl)-3-(β-dimethylaminoethoxy)-4-phenyl-3-pyrrolin-2-one oxalate; m.p. 160° C. (decomp.).

Workup

  1. customThe base so obtained
  2. customrecrystallized from methanol
  3. customThere is obtained 20.4 g

Sources & evidence

ORD record
ord-d8f26500b0a744acb304d61ec1d1e44e
Source dataset
uspto-grants-1981_08
Patent number
US04284632

Reaction notes

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