Cyanogen Bromide → HCID 67236553, compound

HRID 1521729Notes

Reaction equation

HRID 1521729 reaction equation
[CH3:1][CH:2]([NH:4][C:5]1[C:6]([NH2:11])=[CH:7][CH:8]=[CH:9][CH:10]=1)[CH3:3].[N:12]#[C:13][Br:14]>C(O)C.C(Cl)Cl>[BrH:14].[CH3:3][CH:2]([N:4]1[C:5]2[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=2[N:11]=[C:13]1[NH2:12])[CH3:1]

Participants

5

Reactant 2

HCID 10476Cyanogen BromideHCID 105587871-N-(propan-2-yl)benzene-1,2-diamine

Product 1

HCID 67236553HCID 67236553, compoundYield 99.9%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 6344DichloromethaneSolvent

Procedure

To a solution of N-(propan-2-yl)benzene-1,2-diamine (552 mg, 3.4 mmol) in ethanol (10 mL) is added a 3M solution of cyanogen bromide (1.35 mL, 4.04 mmol) in CH2Cl2. The reaction is stirred overnight and then concentrated. The crude residue is triturated with diethyl ether and the suspension is filtered to afford the title compound (870 mg, 92%) as a purple solid.

Workup

  1. concentrationconcentrated
  2. customThe crude residue is triturated with diethyl ether
  3. filtrationthe suspension is filtered

Sources & evidence

ORD record
ord-ce50f36524e24eed818461e96d147ce9
Source dataset
uspto-grants-2015_07
Patent number
US09073926B2

Reaction notes

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