(3-Chloro-4-methanesulfonylamino-5-methyl-benzyl)-carbamic acid t-butyl ester → N-(4-Aminomethyl-2-chloro-6-methylphenyl)methanesulfonamide

HRID 2423341Notes

Reaction equation

HRID 2423341 reaction equation
C(OC(=O)[NH:7][CH2:8][C:9]1[CH:14]=[C:13]([CH3:15])[C:12]([NH:16][S:17]([CH3:20])(=[O:19])=[O:18])=[C:11]([Cl:21])[CH:10]=1)(C)(C)C>C(O)(C(F)(F)F)=O.C(Cl)Cl>[NH2:7][CH2:8][C:9]1[CH:14]=[C:13]([CH3:15])[C:12]([NH:16][S:17]([CH3:20])(=[O:19])=[O:18])=[C:11]([Cl:21])[CH:10]=1

Participants

4

Reactant 1

HCID 67242868(3-Chloro-4-methanesulfonylamino-5-methyl-benzyl)-carbamic acid t-butyl ester

Product 1

HCID 67242390N-(4-Aminomethyl-2-chloro-6-methylphenyl)methanesulfonamideYield 145.8%

Reagents, catalysts & solvents 2

HCID 6422Trifluoroacetic acidCatalystHCID 6344DichloromethaneSolvent

Procedure

(3-Chloro-4-methanesulfonylamino-5-methyl-benzyl)-carbamic acid t-butyl ester (153.8 mg, 0.44 mmol) and CF3COOH (5˜6 drops) were added into methylene chloride. The mixture was stirred for 12 hrs. A reaction solvent was concentrated in vacuo to yield syrup (159.6 mg, 100%).

Workup

  1. concentrationA reaction solvent was concentrated in vacuo

Sources & evidence

ORD record
ord-8f9be0ee981b4dbf9b8a632280e1990f
Source dataset
uspto-grants-2011_06
Patent number
US07960584B2

Reaction notes

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