4-Bromo-2-(trifluoromethoxy)aniline → 5-Fluoro-3-methyl-benzo[b]thiophene-2-sulfonic acid (4-bromo-2-trifluoromethoxy-phenyl)-amide

HRID 1693113Notes

Reaction equation

HRID 1693113 reaction equation
[Br:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[C:4]([O:9][C:10]([F:13])([F:12])[F:11])[CH:3]=1.[F:14][C:15]1[CH:28]=[CH:27][C:18]2[S:19][C:20]([S:23](Cl)(=[O:25])=[O:24])=[C:21]([CH3:22])[C:17]=2[CH:16]=1>N1C=CC=CC=1>[Br:1][C:2]1[CH:8]=[CH:7][C:5]([NH:6][S:23]([C:20]2[S:19][C:18]3[CH:27]=[CH:28][C:15]([F:14])=[CH:16][C:17]=3[C:21]=2[CH3:22])(=[O:25])=[O:24])=[C:4]([O:9][C:10]([F:11])([F:12])[F:13])[CH:3]=1

Participants

4

Reactant 2

HCID 7373824-Bromo-2-(trifluoromethoxy)anilineHCID 27745865-Fluoro-3-methylbenzo[b]thiophene-2-sulphonyl chloride

Product 1

HCID 249663185-Fluoro-3-methyl-benzo[b]thiophene-2-sulfonic acid (4-bromo-2-trifluoromethoxy-phenyl)-amideYield 24.8%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

This compound was prepared in analogy to Example 1, starting from 4-bromo-2-(trifluoromethoxy)aniline (CAS: 175278-09-8, 2.82 g) and 5-fluoro-3-methylbenzo[b]thiophene-2-sulphonyl chloride (0.265 g) in pyridine (2.0 ml) for 18 h to obtain the desired compound (0.12 g) as a colorless foam. MS (ISP): 501.0, 503.0 (M+NH4)+

Workup

  1. customThis compound was prepared in analogy to Example 1

Sources & evidence

ORD record
ord-88085743a64d4b798af3b946a8a918b4
Source dataset
uspto-grants-2012_04
Patent number
US08158655B2

Reaction notes

Loading…