Water → HCID 68874179, compound

HRID 1817915Notes

Reaction equation

HRID 1817915 reaction equation
Cl[C:2]1[CH:3]=[CH:4][C:5]([N+:15]([O-:17])=[O:16])=[C:6]([NH:8][C:9](=[O:14])[C:10]([CH3:13])([CH3:12])[CH3:11])[CH:7]=1.[CH3:18][C:19]([SH:22])([CH3:21])[CH3:20].C(=O)([O-])[O-].[K+].[K+].O>CN(C)C=O>[C:19]([S:22][C:2]1[CH:3]=[CH:4][C:5]([N+:15]([O-:17])=[O:16])=[C:6]([NH:8][C:9](=[O:14])[C:10]([CH3:13])([CH3:12])[CH3:11])[CH:7]=1)([CH3:21])([CH3:20])[CH3:18]

Participants

6

Reactant 4

HCID 962WaterHCID 6387tert-Butyl mercaptanHCID 11430Potassium CarbonateHCID 64592025HCID 64592025, compound

Product 1

HCID 68874179HCID 68874179, compoundYield 88.1%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of N-(5-chloro-2-nitropheny)-2,2-dimethylpropanamide (Step A, 1.54 g, 6.0 mmol), 2-methyl-2-propanethiol (675 μL, 6.0 mmol) and potassium carbonate (993 mg, 7.2 mmol) in N,N-dimethylformamide (25 mL) was stirred in a sealed tube at 100° C. for 17 h. Water (20 mL) was added and precipitate was collected by filtration and dried in vacuo at 50° C. to afford the title compound (1.64 g, 88%) as an orange solid.

Workup

  1. filtrationprecipitate was collected by filtration
  2. customdried in vacuo at 50° C.

Sources & evidence

ORD record
ord-855c43686714486d8ed9458175b69759
Source dataset
uspto-grants-2009_10
Patent number
US07598393B2

Reaction notes

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