Hydrochloric Acid → HCID 178480039, compound

HRID 1622218Notes

Reaction equation

HRID 1622218 reaction equation
[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[C:8]([C:11]([NH:13][NH2:14])=[O:12])[CH:9]=2)[CH:4]=[CH:3]1.[OH-].[K+].[C:17](=S)=[S:18].Cl>O.CO>[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[C:8]([C:11]3[O:12][C:17]([SH:18])=[N:14][N:13]=3)[CH:9]=2)[CH:4]=[CH:3]1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 6348Carbon DisulfideHCID 14797Potassium HydroxideHCID 53403344HCID 53403344, compound

Product 1

HCID 178480039HCID 178480039, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

A mixture of 1-methyl-1H-indole-6-carboxylic acid hydrazide (2.8 g, 14.8 mmol), potassium hydroxide (0.91 g, 16.3 mmol) and methanol (50 ml) was stirred at room-temperature for 30 min. Carbon disulfide (2.25 g, 29.6 mmol) was added and the mixture was stirred for 15 h at reflux. The mixture was allowed to cool to room-temperature, water was added, pH was adjusted to 3 by adding concentrated aqueous hydrochloric acid. The crystalline product was isolated by filtration and washed with water. Yield 2.75 g (80%).

Workup

  1. stirringthe mixture was stirred for 15 h
  2. temperatureat reflux
  3. additionwas added
  4. customThe crystalline product was isolated by filtration
  5. washwashed with water

Sources & evidence

ORD record
ord-d9ccf39119554b5c8701cf3450e81850
Source dataset
uspto-grants-2014_07
Patent number
US08778928B2

Reaction notes

Loading…