1-(Bromomethyl)-3-chlorobenzene → HCID 68661597, compound

HRID 1260856Notes

Reaction equation

HRID 1260856 reaction equation
[NH2:1][C:2]1[N:10]=[CH:9][C:8]([C:11]#[N:12])=[CH:7][C:3]=1[C:4]([NH2:6])=[O:5].[Cl:13][C:14]1[CH:15]=[C:16]([CH:19]=[CH:20][CH:21]=1)[CH2:17][Br:18]>CN(C)C=O.C(OCC)(=O)C>[BrH:18].[Cl:13][C:14]1[CH:15]=[C:16]([CH:19]=[CH:20][CH:21]=1)[CH2:17][N:10]1[CH:9]=[C:8]([C:11]#[N:12])[CH:7]=[C:3]([C:4]([NH2:6])=[O:5])[C:2]1=[NH:1]

Participants

5

Reactant 2

HCID 698381-(Bromomethyl)-3-chlorobenzeneHCID 45084631HCID 45084631, compound

Product 1

HCID 68661597HCID 68661597, compoundYield 26.5%

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 8857Ethyl AcetateSolvent

Conditions

Temperature
100 °C

Procedure

To a solution of 2-amino-5-cyanonicotinamide (0.15 g) in N,N-dimethylformamide (3 ml) was added 3-chlorobenzylbromide (0.29 g), and the mixture was stirred at 100° C. for 8 hr. The reaction mixture was diluted with ethyl acetate. The precipitate was filtered and washed with ethyl acetate. The obtained precipitate was recrystallized from methanol-ethyl acetate to give the title compound (0.09 g).

Workup

  1. filtrationThe precipitate was filtered
  2. washwashed with ethyl acetate
  3. customThe obtained precipitate was recrystallized from methanol-ethyl acetate

Sources & evidence

ORD record
ord-e15fa2393c1549cdb69c8401999250dc
Source dataset
uspto-grants-2013_06
Patent number
US08470859B2

Reaction notes

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