Triethylamine → HCID 54247250, compound

HRID 1590273Notes

Reaction equation

HRID 1590273 reaction equation
C([O-])(=O)C.[C:5]([C:7](=[N:11][O:12][CH3:13])[C:8]([NH2:10])=[NH2+:9])#[N:6].C(N(CC)CC)C.BrBr.[S-:23][C:24]#[N:25].[K+]>CO>[NH2:25][C:24]1[S:23][N:10]=[C:8]([C:7](=[N:11][O:12][CH3:13])[C:5]#[N:6])[N:9]=1

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 24408BromineHCID 516872Potassium thiocyanateHCID 86742227HCID 86742227, compound

Product 1

HCID 54247250HCID 54247250, compoundYield 174.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

To a solution of 2-cyano-2-(methoxyimino)acetamidinium acetate (12.5 g) dissolved in methanol(100 ml) was added triethylamine(23.4 ml). Thereafter, bromine (12.9 g) was added slowly in small portions at -15° C., and the mixture was stirred for 5 minutes at -15°~-10° C., Potassium thiocyanate(3.7 g) dissolved in methanol(55 ml) was then added dropwise to the mixture at temperatures of -10° to -5° C., and the mixture stirred for 2 hours at 0° C. The reaction mixture was poured into ice water (1.2 l), and stirred for 30 minutes. The precipitates were filtered and dired to give the above-indicated compound (12.2 g) in pale brown.

Workup

  1. additionwas then added dropwise to the mixture at temperatures of -10° to -5° C.
  2. stirringthe mixture stirred for 2 hours at 0° C
  3. stirringstirred for 30 minutes
  4. filtrationThe precipitates were filtered

Sources & evidence

ORD record
ord-30f9de942ca44d7d909618b533b4ee3f
Source dataset
uspto-grants-1993_04
Patent number
US05202315

Reaction notes

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