Benzyl Bromide → Benzyl-(4-methoxybenzenesulfonylamino)-5-cyano-3-methylbenzoic acid

HRID 583347Notes

Reaction equation

HRID 583347 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]([CH3:24])[C:6]([NH:12][S:13]([C:16]2[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[CH:18][CH:17]=2)(=[O:15])=[O:14])=[C:7]([CH:11]=1)[C:8]([OH:10])=[O:9])#[N:2].[CH2:25](Br)[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1>CCOCC>[CH2:25]([C:4]1[C:3]([C:1]#[N:2])=[CH:11][C:7]([C:8]([OH:10])=[O:9])=[C:6]([NH:12][S:13]([C:16]2[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[CH:18][CH:17]=2)(=[O:15])=[O:14])[C:5]=1[CH3:24])[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1

Participants

4

Reactant 2

HCID 7498Benzyl BromideHCID 178666685-Cyano-2-(4-methoxybenzenesulfonylamino)-3-methyl-benzoic acid

Product 1

HCID 17866644Benzyl-(4-methoxybenzenesulfonylamino)-5-cyano-3-methylbenzoic acidYield 51%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

In the same manner as described in Example 177, 4.5 g (13 mmol) of the product of Example 180 and 5 mL of benzylbromide provided 3.5 g (51%) of the desired product as brown solid after trituration with ether. m.p. 123° C.; Electrospray Mass Spec 527 (M+H).

Sources & evidence

ORD record
ord-d81bacad74304307b64594758589358b
Source dataset
uspto-grants-1999_07
Patent number
US05929097

Reaction notes

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