Bromine → HCID 57749262, compound

HRID 1874516Notes

Reaction equation

HRID 1874516 reaction equation
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([O:8][C:9]2[CH:10]=[C:11]([CH:16]=[CH:17][CH:18]=2)[C:12]([O:14][CH3:15])=[O:13])=[N:6][CH:7]=1.[S-:19][C:20]#[N:21].[K+].BrBr>C(O)(=O)C>[NH2:21][C:20]1[S:19][C:7]2[C:2]([N:1]=1)=[CH:3][CH:4]=[C:5]([O:8][C:9]1[CH:10]=[C:11]([CH:16]=[CH:17][CH:18]=1)[C:12]([O:14][CH3:15])=[O:13])[N:6]=2

Participants

5

Reactant 3

HCID 24408BromineHCID 516872Potassium thiocyanateHCID 57749155HCID 57749155, compound

Product 1

HCID 57749262HCID 57749262, compoundYield 47%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

In the same manner as in Example 98 and using methyl 3-[(5-aminopyridin-2-yl)oxy]benzoate (12.5 g, 51.2 mmol), potassium thiocyanate (34.8 g, 358 mmol), bromine (8.2 mL) and acetic acid (125 mL) as starting materials, the title compound (7.25 g, 47%) was obtained as a yellow solid.

Sources & evidence

ORD record
ord-d6952320a27343ddb88495f1682e70e4
Source dataset
uspto-grants-2012_11
Patent number
US08304557B2

Reaction notes

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