4-Chlorobenzoyl chloride → HCID 20566337, compound

HRID 848173Notes

Reaction equation

HRID 848173 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[S:8][CH2:9][C:10]1[N:14]=[CH:13][O:12][N:11]=1.[Cl:15][C:16]1[CH:24]=[CH:23][C:19]([C:20](Cl)=[O:21])=[CH:18][CH:17]=1.[OH-].[Na+]>O>[Cl:15][C:16]1[CH:24]=[CH:23][C:19]([C:20]([NH:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=2[S:8][CH2:9][C:10]2[N:14]=[CH:13][O:12][N:11]=2)=[O:21])=[CH:18][CH:17]=1

Participants

5

Reactant 3

HCID 85014-Chlorobenzoyl chlorideHCID 14798Sodium HydroxideHCID 3057622Benzenamine, 2-((1,2,4-oxadiazol-3-ylmethyl)thio)-

Product 1

HCID 20566337HCID 20566337, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 3-(2-aminophenylthiomethyl)1,2,4-oxadiazole (4.14 g), 4-chlorobenzoyl chloride (3.68 g), sodium hydroxide (0.8 g) and water (15 ml) was stirred at 25° for 4 hours. Crude product was recovered by filtration and crystallised from ethanol to give 3-[2-(4-chlorobenzamido)phenylthiomethyl]-1,2,4-oxadiazole, m.p. 103°.

Workup

  1. filtrationCrude product was recovered by filtration
  2. customcrystallised from ethanol

Sources & evidence

ORD record
ord-f61fb53e20f44433a9af42aa9ac33463
Source dataset
uspto-grants-1981_10
Patent number
US04294843

Reaction notes

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