Carbon Disulfide → HCID 178488276, compound

HRID 1262833Notes

Reaction equation

HRID 1262833 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([O:8][CH3:9])[CH:5]=[CH:4][C:3]=1[SH:10].[OH-].[Na+].[C:13](=S)=[S:14]>C(O)C>[CH3:9][O:8][C:6]1[CH:5]=[CH:4][C:3]2[S:10][C:13]([SH:14])=[N:1][C:2]=2[CH:7]=1

Participants

5

Reactant 3

HCID 6348Carbon DisulfideHCID 14798Sodium HydroxideHCID 1085892-amino-4-methoxybenzenethiol

Product 1

HCID 178488276HCID 178488276, compoundYield 78.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 2-amino-4-methoxybenzenethiol (7.0 g, 0.045 mole), sodium hydroxide (4.4 g, 0.11 mole) and carbon disulfide (8.06 g, 0.11 mole) in 90% aqueous ethanol (100 ml.) was heated at reflux for 2 hours, filtered, diluted with ice-water and acidified with hydrochloric acid to give 7.0 g of 5-methoxy-2-benzothiazolethiol which melts at 192°-4° C. after recrystallization from benzene.

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 2 hours
  3. filtrationfiltered
  4. additiondiluted with ice-water

Sources & evidence

ORD record
ord-a7938b517d7a46dfa25c1c47c70bc9d7
Source dataset
uspto-grants-1984_06
Patent number
US04454148

Reaction notes

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