Triethylamine → N-{4-[3-(4-chlorobenzyl)ureidomethyl]-2-vinylphenyl}methane Sulfonamide

HRID 2358411Notes

Reaction equation

HRID 2358411 reaction equation
C(O[C:6](=[O:22])[NH:7][CH2:8][C:9]1[CH:14]=[CH:13][C:12]([NH:15][S:16]([CH3:19])(=[O:18])=[O:17])=[C:11]([CH:20]=[CH2:21])[CH:10]=1)(C)(C)C.C(N(CC)CC)C.[Cl:30][C:31]1[CH:38]=[CH:37][C:34]([CH2:35][NH2:36])=[CH:33][CH:32]=1>C(#N)C>[Cl:30][C:31]1[CH:38]=[CH:37][C:34]([CH2:35][NH:36][C:6](=[O:22])[NH:7][CH2:8][C:9]2[CH:14]=[CH:13][C:12]([NH:15][S:16]([CH3:19])(=[O:17])=[O:18])=[C:11]([CH:20]=[CH2:21])[CH:10]=2)=[CH:33][CH:32]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 660364-ChlorobenzylamineHCID 68453842tert-butyl N-[4-(methanesulfonylamino)-3-vinylbenzyl]carbamate

Product 1

HCID 57665510N-{4-[3-(4-chlorobenzyl)ureidomethyl]-2-vinylphenyl}methane SulfonamideYield 14.9%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

As described in scheme 12, (4-methanesulfonylamino-3-vinylbenzyl)carbamic acid t-butylester (50 mg, 0.153 mmol) and triethylamine (0.1 ml) and 4-chlorobenzylamine (26 mg) were stirred for one night in the presence of acetonitrile solvent. The solvent was removed from the reaction mixture and purified by column chromatography to yield the purposed compound (9 mg).

Workup

  1. customThe solvent was removed from the reaction mixture
  2. custompurified by column chromatography

Sources & evidence

ORD record
ord-50948fdbcad541a6a2f96944533ce66a
Source dataset
uspto-grants-2010_07
Patent number
US07763657B2

Reaction notes

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