Bromine → N-{3-[(2-amino-1,3-benzothiazol-6-yl)oxy]-4-methylphenyl}-3-(1-cyano-1-methylethyl)benzamide

HRID 2190438Notes

Reaction equation

HRID 2190438 reaction equation
[NH2:1][C:2]1[CH:29]=[CH:28][C:5]([O:6][C:7]2[CH:8]=[C:9]([NH:14][C:15](=[O:27])[C:16]3[CH:21]=[CH:20][CH:19]=[C:18]([C:22]([C:25]#[N:26])([CH3:24])[CH3:23])[CH:17]=3)[CH:10]=[CH:11][C:12]=2[CH3:13])=[CH:4][CH:3]=1.[S-:30][C:31]#[N:32].[K+].BrBr>>[NH2:32][C:31]1[S:30][C:3]2[CH:4]=[C:5]([O:6][C:7]3[CH:8]=[C:9]([NH:14][C:15](=[O:27])[C:16]4[CH:21]=[CH:20][CH:19]=[C:18]([C:22]([C:25]#[N:26])([CH3:24])[CH3:23])[CH:17]=4)[CH:10]=[CH:11][C:12]=3[CH3:13])[CH:28]=[CH:29][C:2]=2[N:1]=1

Participants

4

Reactant 3

HCID 24408BromineHCID 516872Potassium thiocyanateHCID 67313669HCID 67313669, compound

Product 1

HCID 86655383N-{3-[(2-amino-1,3-benzothiazol-6-yl)oxy]-4-methylphenyl}-3-(1-cyano-1-methylethyl)benzamideYield 45.2%

Procedure

Using N-[3-(4-aminophenoxy)-4-methylphenyl]-3-(1-cyano-1-methylethyl)benzamide (1.93 g, 5.0 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 (1.00 g, 45%) was obtained as a pale-yellow powder.

Sources & evidence

ORD record
ord-db1cb930c2b545e6a06a368048567483
Source dataset
uspto-grants-2012_12
Patent number
US08324395B2

Reaction notes

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