Dimethylformamide → HCID 10093523, compound

HRID 2251701Notes

Reaction equation

HRID 2251701 reaction equation
N[C:2]1[CH:7]=[CH:6][C:5]([S:8]([OH:11])(=[O:10])=[O:9])=[C:4]([OH:12])[CH:3]=1.[F:13][C:14]1[C:21]([F:22])=[C:20]([C:23]([F:26])([F:25])[F:24])[C:19]([F:27])=[C:18]([F:28])[C:15]=1[CH2:16]Br.C[N:30](C=O)C>>[OH:12][C:4]1[CH:3]=[CH:2][C:7]([NH:30][CH2:16][C:15]2[C:14]([F:13])=[C:21]([F:22])[C:20]([C:23]([F:26])([F:25])[F:24])=[C:19]([F:27])[C:18]=2[F:28])=[CH:6][C:5]=1[S:8]([OH:11])(=[O:10])=[O:9]

Participants

4

Reactant 3

HCID 6228DimethylformamideHCID 1271374-(Trifluoromethyl)-2,3,5,6-tetrafluorobenzyl bromideHCID 2195954-Amino-2-hydroxybenzenesulfonic acid

Product 1

HCID 10093523HCID 10093523, compoundYield 28%

Procedure

According to the similar procedure in Synthesis Example 1, by using 4-amino-2-hydroxybenzene sulfonic acid (1.00 g, 5.30 mmole), DMF (10 ml), TEA (1.0 ml), and 2,3,5,6-tetrafluoro-4-trifluoromethylbenzyl bromide (0.88 g, 5.30 mmole), 0.61 g (28.0% yield) of 2-hydroxy-5-(2,3,5,6-tetrafluoro-4-trifluoromethylbenzylamino)benzene sulfonic acid was obtained as a yellow solid.

Workup

  1. customAccording to the similar procedure in Synthesis Example 1

Sources & evidence

ORD record
ord-51c366a69a6f4c2c804cf23898ab5690
Source dataset
uspto-grants-2008_01
Patent number
US07319160B2

Reaction notes

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