Pyridine N-Oxide → HCID 178473426, compound

HRID 1112315Notes

Reaction equation

HRID 1112315 reaction equation
[N+]1([O-:7])C=CC=CC=1.[CH2:8]([O:10][C:11]([NH:13][C:14]1[CH:19]=[CH:18][CH:17]=[C:16]([Br:20])[N:15]=1)=[O:12])[CH3:9].ClC1C=CC=C(C(OO)=O)C=1>C(Cl)(Cl)Cl>[CH2:8]([O:10][C:11]([NH:13][C:14]1[CH:19]=[CH:18][CH:17]=[C:16]([Br:20])[N+:15]=1[O-:7])=[O:12])[CH3:9]

Participants

5

Reactant 3

HCID 12753Pyridine N-OxideHCID 70297m-Chloroperbenzoic acidHCID 20331700HCID 20331700, compound

Product 1

HCID 178473426HCID 178473426, compoundYield 62%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

The procedure of Example 3 was repeated except that Step 2 relating to the oxidation to the pyridine-oxide was changed, whereby a chloroform solution of 2-ethoxycarbonylamino-6-bromopyridine was treated with m-chloroperbenzoic acid as the oxidizing agent for 9 days at room temperature, giving a 62% yield of 2-ethoxycarbonylamino-6-bromopyridine-1-oxide.

Sources & evidence

ORD record
ord-98328e0003ee411fbb0448a5b94f4924
Source dataset
uspto-grants-1978_10
Patent number
US04122084

Reaction notes

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