Dimethylformamide dimethyl acetal → N'-(3,6-dibromopyrazin-2-yl)-n,n-dimethyl-formamidine

HRID 1468806Notes

Reaction equation

HRID 1468806 reaction equation
[Br:1][C:2]1[C:3]([NH2:9])=[N:4][C:5]([Br:8])=[CH:6][N:7]=1.CO[CH:12](OC)[N:13]([CH3:15])[CH3:14]>C(O)C>[Br:1][C:2]1[C:3]([N:9]=[CH:12][N:13]([CH3:15])[CH3:14])=[N:4][C:5]([Br:8])=[CH:6][N:7]=1

Participants

4

Reactant 2

HCID 78373Dimethylformamide dimethyl acetalHCID 510516652-Amino-3,6-dibromopyrazine

Product 1

HCID 57589986N'-(3,6-dibromopyrazin-2-yl)-n,n-dimethyl-formamidine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 3,6-dibromo-pyrazin-2-ylamine (15.37 g, 60.80 mmol) and N,N-dimethylformamide dimethyl acetal (10.1 mL, 76.00 mmol), suspended in ethanol (150 mL), is refluxed for 2 hours. The reaction mixture is evaporated in vacuo affording the title compound. 1H-NMR (400 MHz, CDCl3) δ (ppm) 3.20 (s, 3H), 3.21 (s, 3H), 7.93 (s, 1H), 8.48 (s, 1H). LCMS: Rt 3.81 min (99.1%), m/z (APCI) 307 (M+H)+.

Workup

  1. temperatureis refluxed for 2 hours
  2. customThe reaction mixture is evaporated in vacuo

Sources & evidence

ORD record
ord-8e65abd981564e7497707c9ac5699d5b
Source dataset
uspto-grants-2015_04
Patent number
US09006237B2

Reaction notes

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