Chloroform → HCID 21416803, compound

HRID 442229Notes

Reaction equation

HRID 442229 reaction equation
[Cl:1][C:2]1[C:7]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[CH:6][C:5]([NH:14][C:15](=[O:21])[C:16]([O:18]CC)=[O:17])=[CH:4][C:3]=1[NH:22][C:23](=[O:29])[C:24]([O:26]CC)=[O:25].C(Cl)(Cl)Cl.[OH-].[Na+]>O>[Cl:1][C:2]1[C:7]([C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=2)=[CH:6][C:5]([NH:14][C:15](=[O:21])[C:16]([OH:18])=[O:17])=[CH:4][C:3]=1[NH:22][C:23](=[O:29])[C:24]([OH:26])=[O:25]

Participants

5

Reactant 3

HCID 6212ChloroformHCID 14798Sodium HydroxideHCID 21416804HCID 21416804, compound

Product 1

HCID 21416803HCID 21416803, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a solution of 5.0 g (0.014 mole) of diethyl N,N'-(4-Chloro-5-phenyl-m-phenylene)dioxamate in 125 ml. of chloroform in a separatory funnel is added 29 ml. of 1 M sodium hydroxide solution. Water is added to the mixture until the solid that forms on shaking redissolves. The mixture is allowed to stand with occasional shaking for fifteen minutes. The aqueous layer is drawn off, filtered and the filtrate acidified by the addition of 1N hydrochloric acid. The precipitate that forms is removed by filtration. There is obtained 3.89 g. of material melting above 310°.

Workup

  1. dissolutionredissolves
  2. stirringwith occasional shaking for fifteen minutes
  3. filtrationfiltered
  4. additionthe filtrate acidified by the addition of 1N hydrochloric acid
  5. customThe precipitate that forms is removed by filtration
  6. customThere is obtained 3.89 g
  7. custommelting above 310°

Sources & evidence

ORD record
ord-67438cedc73b4357b278882c585efab9
Source dataset
uspto-grants-1977_08
Patent number
US04044148

Reaction notes

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