4-Toluenesulfonyl chloride → Benzenesulfonamide

HRID 1358331Notes

Reaction equation

HRID 1358331 reaction equation
C([C:5]1[CH:10]=[CH:9][C:8]([S:11]([NH:14]C2C(C3C=CC=CC=3)=C(OCCN)N=C(SC)N=2)(=[O:13])=[O:12])=[CH:7][CH:6]=1)(C)(C)C.C1(C)C=CC(S(Cl)(=O)=O)=CC=1>>[C:8]1([S:11]([NH2:14])(=[O:13])=[O:12])[CH:9]=[CH:10][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 73974-Toluenesulfonyl chlorideHCID 181841994-tert.-butyl-N-[6-(2-aminoethoxy)-2-methylsulfanyl-5-phenyl-pyrimidin-4-yl]-benzenesulfonamide

Product 1

HCID 7370Benzenesulfonamide

Procedure

According to Example 4a) 100 mg 4-tert.-butyl-N-[6-(2-aminoethoxy)-2-methylsulfanyl-5-phenyl-pyrimidin-4-yl]-benzenesulfonamide was reacted with 123 mg toluene-4-sulfonylchloride to give 120 mg 4-tert.-butyl-N-[6-(2-(p-methylphenylsulfonyl)-amino)-ethoxy)-2-methylsulfanyl-5-phenyl-pyrimidin-4-yl]-benzenesulfonamide. LC-MS: tR=6.16 min. [M−1]−=625.49.

Sources & evidence

ORD record
ord-74af63ef38f44ab09f46fa37fd98b0cf
Source dataset
uspto-grants-2003_07
Patent number
US06596719B1

Reaction notes

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