2-Methoxy-4-(methylthio)benzoyl chloride → 4-(2-Methoxy-4-methylmercapto-benzoylamino)-5-nitro-1H-pyridin-2-one

HRID 1589295Notes

Reaction equation

HRID 1589295 reaction equation
[NH2:1][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][NH:5][C:4](=[O:11])[CH:3]=1.[CH3:12][O:13][C:14]1[CH:22]=[C:21]([S:23][CH3:24])[CH:20]=[CH:19][C:15]=1[C:16](Cl)=[O:17]>ClC1C=CC=CC=1>[CH3:12][O:13][C:14]1[CH:22]=[C:21]([S:23][CH3:24])[CH:20]=[CH:19][C:15]=1[C:16]([NH:1][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][NH:5][C:4](=[O:11])[CH:3]=1)=[O:17]

Participants

4

Reactant 2

HCID 27595912-Methoxy-4-(methylthio)benzoyl chlorideHCID 135209334-Amino-5-nitro-2-pyridinol

Product 1

HCID 135209344-(2-Methoxy-4-methylmercapto-benzoylamino)-5-nitro-1H-pyridin-2-one

Reagents, catalysts & solvents 1

HCID 7964ChlorobenzeneSolvent

Procedure

A mixture of 0.45 g of 4-amino-5-nitro-1H-pyridin-2-one and 0.87 g of 2-methoxy-4-methylmercapto-benzoyl chloride was refluxed for 8 hours in 10 ml of chlorobenzene. The precipitated product was suction-filtered off, washed with methylene chloride and used in the next step as the crude product without further purification.

Workup

  1. filtrationThe precipitated product was suction-filtered off
  2. washwashed with methylene chloride
  3. customused in the next step as the crude product without further purification

Sources & evidence

ORD record
ord-945ebead078c45ba8c3174554b87020d
Source dataset
uspto-grants-1986_02
Patent number
US04568680

Reaction notes

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