(3-Chloro-4-methanesulfonylamino-5-vinylbenzyl)carbamic Acid tert-butyl Ester → N-(4-Aminomethyl-2-chloro-6-vinylphenyl)methanesulfonamide

HRID 2358383Notes

Reaction equation

HRID 2358383 reaction equation
C(OC(=O)[NH:7][CH2:8][C:9]1[CH:14]=[C:13]([CH:15]=[CH2:16])[C:12]([NH:17][S:18]([CH3:21])(=[O:20])=[O:19])=[C:11]([Cl:22])[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]([CH:15]=[CH2:16])[C:12]([NH:17][S:18]([CH3:21])(=[O:20])=[O:19])=[C:11]([Cl:22])[CH:10]=1

Participants

4

Reactant 1

HCID 68456846(3-Chloro-4-methanesulfonylamino-5-vinylbenzyl)carbamic Acid tert-butyl Ester

Product 1

HCID 68457636N-(4-Aminomethyl-2-chloro-6-vinylphenyl)methanesulfonamideYield 142.3%

Reagents, catalysts & solvents 2

HCID 6422Trifluoroacetic acidCatalystHCID 6344DichloromethaneSolvent

Procedure

(3-Chloro-4-methanesulfonylamino-5-vinylbenzyl)carbamic acid tert-butyl ester (30.7 mg, 0.09 mmol) and CF3COOH (5-6 drops) was added into methylene chloride. The reaction mixture was stirred for 12 hr. The reaction mixture was concentrated in vacuo to give a title compound (33.4 mg, 100%).

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo

Sources & evidence

ORD record
ord-05d2eca1ddd847f5a9a7796deca4f718
Source dataset
uspto-grants-2010_07
Patent number
US07763657B2

Reaction notes

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