Sulfuric Acid → 3-(3-Nitro-4-chlorobenzoyl)pyridine

HRID 2399028Notes

Reaction equation

HRID 2399028 reaction equation
[N+:1]([O-:4])([O-])=[O:2].[K+].[Cl:6][C:7]1[CH:20]=[CH:19][C:10]([C:11]([C:13]2[CH:14]=[N:15][CH:16]=[CH:17][CH:18]=2)=[O:12])=[CH:9][CH:8]=1.S(=O)(=O)(O)O.[OH-].[NH4+]>>[N+:1]([C:8]1[CH:9]=[C:10]([CH:19]=[CH:20][C:7]=1[Cl:6])[C:11]([C:13]1[CH:14]=[N:15][CH:16]=[CH:17][CH:18]=1)=[O:12])([O-:4])=[O:2]

Participants

5

Reactant 4

HCID 1118Sulfuric AcidHCID 14923Ammonium HydroxideHCID 24434Potassium NitrateHCID 845184-Chlorophenyl pyridin-3-yl ketone

Product 1

HCID 214326003-(3-Nitro-4-chlorobenzoyl)pyridine

Procedure

15.5 g. (0.153 mol) of potassium nitrate was added portion-wise to a stirred solution of 33 g. (0.152 mol) of 3-(4-chlorobenzoyl)pyridine in 200 ml. of sulfuric acid while maintaining the temperature below 40° . After 1 hr. the mixture was cautiously poured into 2 liters of ice-water, neutralized with ammonium hydroxide and the product collected to yield 3-(3-nitro-4-chlorobenzoyl)pyridine as yellow prisms, mp. 112° -113° C. (carbon tetrachloride-Norite).

Workup

  1. customthe product collected

Sources & evidence

ORD record
ord-b761b77eee11418cb657b42574b29685
Source dataset
uspto-grants-1977_05
Patent number
US04026936

Reaction notes

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