Hydrogen Sulfide → HCID 13090795, compound

HRID 615076Notes

Reaction equation

HRID 615076 reaction equation
[Cl:1][C:2]1[CH:3]=[N:4][C:5]2[C:10]([CH:11]=1)=[CH:9][C:8]([Cl:12])=[CH:7][C:6]=2[C:13]#[N:14].C(N(CC)CC)C.N1C=CC=CC=1.[SH2:28]>O>[Cl:1][C:2]1[CH:3]=[N:4][C:5]2[C:10]([CH:11]=1)=[CH:9][C:8]([Cl:12])=[CH:7][C:6]=2[C:13](=[S:28])[NH2:14]

Participants

6

Reactant 4

HCID 402Hydrogen SulfideHCID 1049PyridineHCID 8471TriethylamineHCID 13090842HCID 13090842, compound

Product 1

HCID 13090795HCID 13090795, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
40 °C

Procedure

22 parts of 3,6-dichloro-8-cyanoquinoline (prepared by a method similar to that in Example 8) in 80 parts of triethylamine and 80 parts of pyridine were heated at 40° C., and H2S gas was slowly passed in for 4 hours. Water was then added and the solid was filtered off with suction, washed with water and acetone and recrystallized from ethyl acetate. 17 parts of 3,6-dichloroquinoline-8-thiocarboxylic acid amide of melting point 226° C. were obtained. The yield corresponds to 66% of theory.

Workup

  1. customwas slowly passed in for 4 hours
  2. filtrationthe solid was filtered off with suction
  3. washwashed with water and acetone
  4. customrecrystallized from ethyl acetate

Sources & evidence

ORD record
ord-a3064fe0153c4230aedab502c8838e14
Source dataset
uspto-grants-1985_02
Patent number
US04497651

Reaction notes

Loading…