Ammonium thiocyanate → HCID 22572976, compound

HRID 23485Notes

Reaction equation

HRID 23485 reaction equation
[C:1]([C:5]1[CH:6]=[CH:7][C:8]([N+:12]([O-:14])=[O:13])=[C:9]([NH2:11])[CH:10]=1)([CH3:4])([CH3:3])[CH3:2].[S-:15][C:16]#[N:17].[NH4+].BrBr>CO>[C:1]([C:5]1[C:6]([S:15][C:16]#[N:17])=[CH:7][C:8]([N+:12]([O-:14])=[O:13])=[C:9]([NH2:11])[CH:10]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 3

HCID 15666Ammonium thiocyanateHCID 24408BromineHCID 4647665HCID 4647665, compound

Product 1

HCID 22572976HCID 22572976, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The title compound was prepared according to the General Method 13 using 5-tert-butyl-2-nitro-phenylamine (prepared in Example PP-2; 170 g, 876 mmol), ammonium thiocyanate (400 g, 5260 mmol), bromine (140 g, 876 mmol), and MeOH (500 mL). The crude reaction mixture was purified by flash silica gel chromatography (5%-50% EtOAc in hexanes as eluents). MS(APCI): 252 (M+H).

Workup

  1. customThe crude reaction mixture
  2. customwas purified by flash silica gel chromatography (5%-50% EtOAc in hexanes as eluents)

Sources & evidence

ORD record
ord-c3d67ade9bf444798c75e280e6f8169b
Source dataset
uspto-grants-2005_02
Patent number
US06852711B2

Reaction notes

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