4-Bromo-5-chlorothiophene-2-sulfonyl chloride → 4-Bromo-5-chloro-N-(3,4-difluoro-2-(2-fluoro-4-iodophenylamino)phenyl)thiophene-2-sulfonamide

HRID 240952

Reaction equation

HRID 240952 reaction equation
[F:1][C:2]1[C:7]([F:8])=[C:6]([NH:9][C:10]2[CH:15]=[CH:14][C:13]([I:16])=[CH:12][C:11]=2[F:17])[C:5]([NH2:18])=[CH:4][CH:3]=1.[Br:19][C:20]1[CH:21]=[C:22]([S:26](Cl)(=[O:28])=[O:27])[S:23][C:24]=1[Cl:25]>>[Br:19][C:20]1[CH:21]=[C:22]([S:26]([NH:18][C:5]2[CH:4]=[CH:3][C:2]([F:1])=[C:7]([F:8])[C:6]=2[NH:9][C:10]2[CH:15]=[CH:14][C:13]([I:16])=[CH:12][C:11]=2[F:17])(=[O:28])=[O:27])[S:23][C:24]=1[Cl:25]

Participants

3

Reactant 2

HCID 27972204-Bromo-5-chlorothiophene-2-sulfonyl chlorideHCID 593863065,6-difluoro-N1-(2-fluoro-4-iodophenyl)benzene-1,2-diamine

Product 1

HCID 569532324-Bromo-5-chloro-N-(3,4-difluoro-2-(2-fluoro-4-iodophenylamino)phenyl)thiophene-2-sulfonamide

Procedure

According to the general procedure B, 5,6-difluoro-N1-(2-fluoro-4-iodophenyl)benzene 1,2-diamine was reacted with 4-bromo-5-chlorothiophene-2-sulfonyl chloride to obtain the title compound. 1H NMR (300 MHz, CDCl3): δ 7.42-7.34 (m, 2H), 7.25 (br m, 3H), 7.13 (dd, J=9.0 & 17.1 Hz, 1H), 6.02 (dt, J=2.4, 6.6 & 17.4 Hz, 1H), 5.52 (br s, 1H).

Sources & evidence

ORD record
ord-b68555943df54d68a487592ebd0e371a
Source dataset
uspto-grants-2014_02
Patent number
US08648116B2

Linked notes

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