Sodium hydride → 1-[3-Chloro-2-(5-methyl-benzothiazol-2-ylsulfanyl)-5-nitro-phenyl]-ethanone

HRID 1835540Notes

Reaction equation

HRID 1835540 reaction equation
[SH:1][C:2]1[S:3][C:4]2[CH:10]=[CH:9][C:8]([CH3:11])=[CH:7][C:5]=2[N:6]=1.Cl[C:13]1[C:18]([Cl:19])=[CH:17][C:16]([N+:20]([O-:22])=[O:21])=[CH:15][C:14]=1[C:23](=[O:25])[CH3:24].[H-].[Na+]>CN(C=O)C>[Cl:19][C:18]1[C:13]([S:1][C:2]2[S:3][C:4]3[CH:10]=[CH:9][C:8]([CH3:11])=[CH:7][C:5]=3[N:6]=2)=[C:14]([C:23](=[O:25])[CH3:24])[CH:15]=[C:16]([N+:20]([O-:22])=[O:21])[CH:17]=1

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 221487381-(2,3-Dichloro-5-nitro-phenyl)-ethanoneHCID 178423568HCID 178423568, compound

Product 1

HCID 221487501-[3-Chloro-2-(5-methyl-benzothiazol-2-ylsulfanyl)-5-nitro-phenyl]-ethanoneYield 98%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The title compound was prepared using the method of example 258, starting with 5-methyl-benzothiazole-2-thiol (245) (1.90 g, 10.5 mmol), 1-(2,3-dichloro-5-nitro-phenyl)-ethanone (248) (2.45 g, 10.5 mmol) and NaH (Aldrich, 60% suspension, 420 mg, 10.5 mmol) in DMF (20 mL). Compound 264 (3.87 g, 98%) was obtained as a yellow solid.

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-f3f72ac3db5a4b92bf2b95a13472bbc6
Source dataset
uspto-grants-2004_08
Patent number
US06770648B2

Reaction notes

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