Ethyl formate → HCID 20317098, compound

HRID 462013Notes

Reaction equation

HRID 462013 reaction equation
ClC1C=C(CC(=O)CC2C=CC=C(Cl)C=2)C=CC=1.C(OCC)=O.Cl.CN.[Cl:27][C:28]1[CH:29]=[C:30]([C:34]2[C:39](=[O:40])[C:38]([C:41]3[CH:46]=[CH:45][CH:44]=[C:43]([Cl:47])[CH:42]=3)=[CH:37][N:36]([CH3:48])[CH:35]=2)[CH:31]=[CH:32][CH:33]=1.N1C=CC=CC1=O>>[Cl:47][C:43]1[CH:42]=[C:41]([CH:38]2[C:39](=[O:40])[CH:34]([C:30]3[CH:31]=[CH:32][CH:33]=[C:28]([Cl:27])[CH:29]=3)[CH2:35][N:36]([CH3:48])[CH2:37]2)[CH:46]=[CH:45][CH:44]=1

Participants

6

Reactant 5

HCID 8025Ethyl formateHCID 88712-PyridoneHCID 6364545Methylamine hydrochlorideHCID 128792643,5-Bis(3-chlorophenyl)-1-methylpyridin-4(1H)-oneHCID 233457391,3-Bis(3-chlorophenyl)propan-2-one

Product 1

HCID 20317098HCID 20317098, compound

Procedure

A 10 g. portion of 1,3-bis(3-chlorophenyl)-2-propanone was reacted with ethyl formate and methylamine hydrochloride to produce 7 g. of 3,5-bis(3-chlorophenyl)-1-methyl-4(1H)-pyridinone. A 6.4 g. portion of the pyridinone was reduced with 2 g. of lithium aluminum hydride and the products were separated by chromatography as described in the examples above. The yields were about 0.8 g. of Example 11, and 1.5 g. of Example 12. Example 11, m.p. 140°.

Workup

  1. customto produce 7 g
  2. customof lithium aluminum hydride and the products were separated by chromatography

Sources & evidence

ORD record
ord-587332f6b1c740be8ee1ef5827ace8a5
Source dataset
uspto-grants-1977_12
Patent number
US04065290

Reaction notes

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