Ethanesulfonyl chloride → Benzenesulfonamide

HRID 1358333Notes

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.C(S(Cl)(=O)=O)C>>[C:8]1([S:11]([NH2:14])(=[O:13])=[O:12])[CH:9]=[CH:10][CH:5]=[CH:6][CH:7]=1

Participants

Reactant 2

HCID 11667Ethanesulfonyl chloride

HCID 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 83 mg ethanesulfonylchloride to give 56 mg 4-tert.-butyl-N-[6-(2-(ethanesulfonyl)-amino)-ethoxy)-2-methylsulfanyl-5-phenyl-pyrimidin-4-yl]-benzenesulfonamide. LC-MS: tR=5.68 min. [M−1]−=563.42.

Sources & evidence

ORD record: ord-1440989d7b164b8ab810183bb99f7149
Source dataset: uspto-grants-2003_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06596719B1

Reaction notes

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