Water → HCID 20316372, compound

HRID 2418977Notes

Reaction equation

HRID 2418977 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:16]=[CH:17][C:18]=1[Cl:19])[CH2:5][N:6]1[CH:11]=[CH:10][C:9]([CH3:12])=[C:8]([C:13]#N)[C:7]1=[O:15].S(=O)(=O)(O)[OH:21].[OH2:25]>>[Cl:1][C:2]1[CH:3]=[C:4]([CH:16]=[CH:17][C:18]=1[Cl:19])[CH2:5][N:6]1[CH:11]=[CH:10][C:9]([CH3:12])=[C:8]([C:13]([OH:21])=[O:25])[C:7]1=[O:15]

Participants

4

Reactant 3

HCID 962WaterHCID 1118Sulfuric AcidHCID 20316381HCID 20316381, compound

Product 1

HCID 20316372HCID 20316372, compound

Procedure

A solution of 11.5 g. (0.039 mole) of 1-(3,4-dichlorobenzyl)-3-cyano-4-methylpyrid-2-one in a mixture of 50 ml. of water and 100 ml. of conc. sulfuric acid heated overnight on a steam bath. Addition of the reaction mixture ot 3.1 of ice water results in the precipitation of product which is collected by filtration, washed with water and air dried at 40°-50° C. for 18 hr. to give 11 g. (90%) of product as a tan solid:m.p. 219°-221° C.; ν1710 cm. -1 (C=O); 8.19 (d, 1H, H6), 7.2-7.8 (m, 3H, phenyl protons), 6.59 (d, 1H, H5), 5.26 (s, 2H, benzyl methylene) and 2.51 (s, 3H, methyl).

Workup

  1. customresults in the precipitation of product which
  2. filtrationis collected by filtration
  3. washwashed with water and air
  4. customdried at 40°-50° C. for 18 hr
  5. customto give 11 g

Sources & evidence

ORD record
ord-eff7aeb9524345449f7ec4327cd2e288
Source dataset
uspto-grants-1978_08
Patent number
US04104273

Reaction notes

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