Sodium Cyanide → HCID 22478341, compound

HRID 2182195Notes

Reaction equation

HRID 2182195 reaction equation
Br[CH2:2][C:3]1[S:12][C:11]2[C:10]3[CH:13]=[CH:14][CH:15]=[CH:16][C:9]=3[S:8][C:7]3[CH:17]=[CH:18][CH:19]=[CH:20][C:6]=3[C:5]=2[CH:4]=1.[C-:21]#[N:22].[Na+]>C(O)C>[S:12]1[C:11]2[C:10]3[CH:13]=[CH:14][CH:15]=[CH:16][C:9]=3[S:8][C:7]3[CH:17]=[CH:18][CH:19]=[CH:20][C:6]=3[C:5]=2[CH:4]=[C:3]1[CH2:2][C:21]#[N:22]

Participants

4

Reactant 2

HCID 8929Sodium CyanideHCID 22478349HCID 22478349, compound

Product 1

HCID 22478341HCID 22478341, compoundYield 93.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To an ethanol solution of 2-bromomethyl-1,8-dithia-dibenzo[e,h]azulene (0.5 g, 1,4 mmole in 8 ml of ethanol), sodium cyanide (0.105 g, 2.1 mmole) was added and the reaction mixture was heated under reflux for 8 hours. When all reactant had been reacted (the course of reaction was followed by thin layer chromatography), the solvent was evaporated and the dry residue was extracted in a system diethyl ether/water. 0.4 g of an oily product were isolated.

Workup

  1. temperaturethe reaction mixture was heated
  2. temperatureunder reflux for 8 hours
  3. customWhen all reactant had been reacted (
  4. customthe course of reaction
  5. customwas evaporated
  6. extractionthe dry residue was extracted in a system diethyl ether/water

Sources & evidence

ORD record
ord-49cf1a66bf7d45619af1a8bdea1c4d49
Source dataset
uspto-grants-2005_05
Patent number
US06897211B2

Reaction notes

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