Carbon Disulfide → HCID 178422372, compound

HRID 973859Notes

Reaction equation

HRID 973859 reaction equation
[NH:1]([C:3]1[CH:8]=[C:7]([CH3:9])[N:6]=[C:5]([OH:10])[N:4]=1)[NH2:2].[OH-].[Na+].[C:13](=S)=[S:14]>C(O)C>[OH:10][C:5]1[N:4]2[C:13]([SH:14])=[N:2][N:1]=[C:3]2[CH:8]=[C:7]([CH3:9])[N:6]=1

Participants

5

Reactant 3

HCID 6348Carbon DisulfideHCID 14798Sodium HydroxideHCID 178428720HCID 178428720, compound

Product 1

HCID 178422372HCID 178422372, compoundYield 53.8%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The product obtained in Step 2 (1.0 g) was added to a solution of 0.29 g of sodium hydroxide in 20 ml of 80% ethanol, 1.31 g of carbon disulfide was further added, and the mixture was refluxed for 24 hours. After concentrating under reduced pressure, the residue was dissolved in 10 ml of water and the pH was adjusted to 2.0 with 1N hydrochloric acid. The formed crystals were collected by filtration and washed with 10 ml of water and 10 ml of ethanol, affording 0.7 g of the objective compound as pink crystals.

Workup

  1. additionwas further added
  2. temperaturethe mixture was refluxed for 24 hours
  3. concentrationAfter concentrating under reduced pressure
  4. dissolutionthe residue was dissolved in 10 ml of water
  5. filtrationThe formed crystals were collected by filtration
  6. washwashed with 10 ml of water and 10 ml of ethanol

Sources & evidence

ORD record
ord-df3a1b470bdf4d7f8da790db91f16969
Source dataset
uspto-grants-1991_11
Patent number
US05064953

Reaction notes

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