2,6-Difluorobenzenesulfonyl chloride → HCID 33490699, compound

HRID 239462Notes

Reaction equation

HRID 239462 reaction equation
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([F:12])=[C:6]([CH:11]=1)[C:7]([O:9][CH3:10])=[O:8].[F:13][C:14]1[CH:19]=[CH:18][CH:17]=[C:16]([F:20])[C:15]=1[S:21](Cl)(=[O:23])=[O:22]>>[F:13][C:14]1[CH:19]=[CH:18][CH:17]=[C:16]([F:20])[C:15]=1[S:21]([NH:1][C:2]1[CH:3]=[CH:4][C:5]([F:12])=[C:6]([CH:11]=1)[C:7]([O:9][CH3:10])=[O:8])(=[O:23])=[O:22]

Participants

3

Reactant 2

HCID 27342712,6-Difluorobenzenesulfonyl chlorideHCID 15621043Methyl 5-amino-2-fluorobenzoate

Product 1

HCID 33490699HCID 33490699, compoundYield 100%

Procedure

Following a procedure analogous to the procedure described in Example 5, Step A using methyl 5-amino-2-fluorobenzoate (10 g, 59.2 mmol) and 2,6-difluorobenzene-1-sulfonyl chloride (13.2 g, 62.2 mmol) the title compound of Step B was obtained (21 g, 100% yield). 1H NMR (400 MHz, CDCl3) δ ppm 7.58-7.60 (m, 1H), 7.38-7.48 (m, 2H), 7.10-7.15 (br, 1H), 6.89-6.97 (m, 2H), 6.97-7.06 (m, 1H), 3.85 (s, 3H).

Sources & evidence

ORD record
ord-ed8724eea9064cf5bb1ef82e3dd0bef2
Source dataset
uspto-grants-2014_02
Patent number
US08642759B2

Reaction notes

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