Sodium hydride → HCID 18461425, compound

HRID 2303861Notes

Reaction equation

HRID 2303861 reaction equation
[SH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][N:3]=1.Cl[C:9]1[CH:10]=[CH:11][C:12]([N+:24]([O-:26])=[O:25])=[C:13]([N:15]([CH3:23])[C:16](=[O:22])[O:17][C:18]([CH3:21])([CH3:20])[CH3:19])[CH:14]=1.[H-].[Na+]>CN(C)C=O>[CH3:23][N:15]([C:13]1[CH:14]=[C:9]([S:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][N:3]=2)[CH:10]=[CH:11][C:12]=1[N+:24]([O-:26])=[O:25])[C:16](=[O:22])[O:17][C:18]([CH3:21])([CH3:19])[CH3:20]

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 15544598tert-butyl N-(5-chloro-2-nitrophenyl)-N-methylcarbamateHCID 178418616HCID 178418616, compound

Product 1

HCID 18461425HCID 18461425, compoundYield 39.1%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In a similar manner to that described in Reference Example 6, a reaction was carried out using 2-mercaptopyridine (0.89 g), t-butyl N-(5-chloro-2-nitrophenyl)-N-methylcarbamate (2.29 g), sodium hydride (55 wt. %, 0.11 g) and anhydrous N,N-dimethylformamide (40 ml) and the reaction mixture was purified to give the title compound (1.13 g).

Workup

  1. customthe reaction mixture was purified

Sources & evidence

ORD record
ord-fc3b938fc1a84593a25d24e99ead5b57
Source dataset
uspto-grants-2002_08
Patent number
US06432993B1

Reaction notes

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