4-Methylbenzenethiol → HCID 131723435, compound

HRID 2303898Notes

Reaction equation

HRID 2303898 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([SH:8])=[CH:4][CH:3]=1.Cl[C:10]1[CH:11]=[CH:12][C:13]([N+:25]([O-:27])=[O:26])=[C:14]([N:16]([CH3:24])[C:17](=[O:23])[O:18][C:19]([CH3:22])([CH3:21])[CH3:20])[CH:15]=1.[H-].[Na+]>CN(C)C=O>[CH3:24][N:16]([C:14]1[CH:15]=[C:10]([S:8][C:5]2[CH:6]=[CH:7][C:2]([CH3:1])=[CH:3][CH:4]=2)[CH:11]=[CH:12][C:13]=1[N+:25]([O-:27])=[O:26])[C:17](=[O:23])[O:18][C:19]([CH3:22])([CH3:20])[CH3:21]

Participants

5

Reactant 3

HCID 78114-MethylbenzenethiolHCID 24758Sodium hydrideHCID 15544598tert-butyl N-(5-chloro-2-nitrophenyl)-N-methylcarbamate

Product 1

HCID 131723435HCID 131723435, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In a similar manner to that described in Reference Example 6, a reaction was carried out using 4-methylthiophenol (0.98 g), t-butyl N-(5-chloro-2-nitrophenyl)-N-methylcarbamate (2.00 g), sodium hydride (55 wt. %, 0.31 g) and anhydrous N,N-dimethylformamide (60 ml) and the reaction mixture was purified to give the title compound (2.56 g).

Workup

  1. customthe reaction mixture was purified

Sources & evidence

ORD record
ord-ee0da4b957844e169f48b9ebf3cf9556
Source dataset
uspto-grants-2002_08
Patent number
US06432993B1

Reaction notes

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