Methyl 5-chloro-4-nitrothiophene-2-carboxylate → 3,5-Dichloro-4-((5-(methoxycarbonyl)-3-nitrothiophen-2-yl)thio)pyridine 1-oxide

HRID 1192247Notes

Reaction equation

HRID 1192247 reaction equation
Cl[C:2]1[S:6][C:5]([C:7]([O:9][CH3:10])=[O:8])=[CH:4][C:3]=1[N+:11]([O-:13])=[O:12].[Cl:14][C:15]1[CH:16]=[N+:17]([O-:23])[CH:18]=[C:19]([Cl:22])[C:20]=1[SH:21]>>[Cl:14][C:15]1[CH:16]=[N+:17]([O-:23])[CH:18]=[C:19]([Cl:22])[C:20]=1[S:21][C:2]1[S:6][C:5]([C:7]([O:9][CH3:10])=[O:8])=[CH:4][C:3]=1[N+:11]([O-:13])=[O:12]

Participants

3

Reactant 2

HCID 13205564Methyl 5-chloro-4-nitrothiophene-2-carboxylateHCID 178526261HCID 178526261, compound

Product 1

HCID 674951043,5-Dichloro-4-((5-(methoxycarbonyl)-3-nitrothiophen-2-yl)thio)pyridine 1-oxide

Procedure

Prepared according to the procedure described for example 18 from methyl 5-chloro-4-nitrothiophene-2-carboxylate (500 mg, 2.26 mmol) and 3,5-dichloro-4-mercaptopyridine 1-oxide (441 mg, 2.26 mmol) from step A of example 18. The titled product was obtained as a solid (250 mg, 29% yield). The crude was used as such for the next step transformation.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-d0da69b3d85d40c18f63a0e46f1343ac
Source dataset
uspto-grants-2014_03
Patent number
US08680139B2

Reaction notes

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