Dichloromethane → AGN-PC-0NHTEF

HRID 1186445Notes

Reaction equation

HRID 1186445 reaction equation
ClCCl.[C:4]([O:8][C:9](C(C)(C)C)=[O:10])([CH3:7])([CH3:6])[CH3:5].[NH2:15][CH2:16][CH2:17][C:18]1[CH:23]=[CH:22][C:21]([S:24]([NH2:27])(=[O:26])=[O:25])=[CH:20][CH:19]=1>C(OCC)(=O)C>[S:24]([C:21]1[CH:20]=[CH:19][C:18]([CH2:17][CH2:16][NH:15][C:9](=[O:10])[O:8][C:4]([CH3:5])([CH3:6])[CH3:7])=[CH:23][CH:22]=1)(=[O:25])(=[O:26])[NH2:27]

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 1696824-(2-Aminoethyl)benzenesulfonamideHCID 519272tert-butyl pivalate

Product 1

HCID 12110084AGN-PC-0NHTEFYield 53.3%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Dichloromethane (4 mL) and di-tert-butylcarboxylic acid (218 mg, 1.0 mmol) were added to 4-(2-aminoethyl)benzenesulfonamide (200 mg, 1.0 mmol) and the mixture was stirred at room temperature for 1.5 hours. Ethyl acetate (100 mL) was added to the reaction mixture and the solid was collected by filtration. Thus, tert-butyl 4-sulfamoylphenethylcarbamate (Compound GI) (160 mg, yield: 53%) was obtained.

Workup

  1. filtrationthe solid was collected by filtration

Sources & evidence

ORD record
ord-c07666b9cb2446af9905cde6f79a8e08
Source dataset
uspto-grants-2014_03
Patent number
US08673908B2

Reaction notes

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