Bromine → HCID 67860647, compound

HRID 1591288Notes

Reaction equation

HRID 1591288 reaction equation
[CH3:1][N:2]([CH3:13])[CH:3]=[N:4][C:5]1[S:6][CH:7]=[C:8]([Cl:12])[C:9]=1[C:10]#[N:11].[Br:14]Br>C(O)(=O)C>[BrH:14].[CH3:1][N:2]([CH3:13])[CH:3]=[N:4][C:5]1[S:6][C:7]([Br:14])=[C:8]([Cl:12])[C:9]=1[C:10]#[N:11]

Participants

4

Reactant 2

HCID 24408BromineHCID 54085961N'-(4-Chloro-3-cyanothiophen-2-yl)-N,N-dimethylmethanimidamide

Product 1

HCID 67860647HCID 67860647, compoundYield 72%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

10.7 parts of N,N-dimethyl-N'-(4-chloro-3-cyano-thien-2-yl)-formamidine are dissolved in 100 parts of glacial acetic acid, after which 8 parts of bromine are added dropwise to the solution, and the mixture is then heated at the boil for 3 hours. After the mixture has cooled to room temperature, the resulting precipitate is filtered off under suction, washed with glacial acetic acid, then with aqueous sodium bisulfite solution and then with water and is dried. 13.4 parts (72% of theory) of N,N-dimethyl-N'-(5-bromo-4-chloro-3-cyanothien-2-yl)-formamidine hydrobromide are obtained.

Workup

  1. temperaturethe mixture is then heated at the boil for 3 hours
  2. filtrationthe resulting precipitate is filtered off under suction
  3. washwashed with glacial acetic acid
  4. dry with materialwith aqueous sodium bisulfite solution and then with water and is dried

Sources & evidence

ORD record
ord-faaaf0f63d654331a513344fa82fccfb
Source dataset
uspto-grants-1993_04
Patent number
US05206375

Reaction notes

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