Bromine → HCID 86655379, compound

HRID 2190430Notes

Reaction equation

HRID 2190430 reaction equation
[NH2:1][C:2]1[CH:27]=[CH:26][C:5]([O:6][C:7]2[CH:8]=[C:9]([CH:23]=[CH:24][CH:25]=2)[C:10]([NH:12][C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([C:19]([F:22])([F:21])[F:20])[CH:14]=2)=[O:11])=[CH:4][CH:3]=1.[S-:28][C:29]#[N:30].[K+].BrBr>>[NH2:30][C:29]1[S:28][C:3]2[CH:4]=[C:5]([O:6][C:7]3[CH:8]=[C:9]([CH:23]=[CH:24][CH:25]=3)[C:10]([NH:12][C:13]3[CH:18]=[CH:17][CH:16]=[C:15]([C:19]([F:20])([F:21])[F:22])[CH:14]=3)=[O:11])[CH:26]=[CH:27][C:2]=2[N:1]=1

Participants

4

Reactant 3

HCID 24408BromineHCID 516872Potassium thiocyanateHCID 67312567HCID 67312567, compound

Product 1

HCID 86655379HCID 86655379, compoundYield 79.3%

Procedure

Using 3-(4-aminophenoxy)-N-[3-(trifluoromethyl)phenyl]benzamide (2.45 g, 6.58 mmol), potassium thiocyanate (1.94 g, 20.0 mmol) and bromine (1.20 g, 7.50 mmol), and in the same manner as in Example A25(v), the title compound (2.24 g, 79%) was obtained as a pale-yellow powder.

Sources & evidence

ORD record
ord-6e4b2dbce74745198aab76e7a9f5addf
Source dataset
uspto-grants-2012_12
Patent number
US08324395B2

Reaction notes

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