Hydrogen Sulfide → HCID 20310395, compound

HRID 1763577Notes

Reaction equation

HRID 1763577 reaction equation
[CH3:1][C:2]1[C:7]([C:8]2[CH:15]=[CH:14][C:11]([C:12]#[N:13])=[CH:10][CH:9]=2)=[N:6][N:5]2[CH:16]=[N:17][N:18]=[C:4]2[CH:3]=1.N1C=CC=CC=1.[SH2:25]>C(N(CC)CC)C>[CH3:1][C:2]1[C:7]([C:8]2[CH:15]=[CH:14][C:11]([C:12]([NH2:13])=[S:25])=[CH:10][CH:9]=2)=[N:6][N:5]2[CH:16]=[N:17][N:18]=[C:4]2[CH:3]=1

Participants

5

Reactant 3

HCID 402Hydrogen SulfideHCID 1049PyridineHCID 22768928HCID 22768928, compound

Product 1

HCID 20310395HCID 20310395, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

A 2.1 g. portion of p-(7-methyl-1,2,4-triazolo[4,3-b]pyridazin-6-yl)benzonitrile (prepared as in Example 1) is partially dissolved in a solvent mixture of 50 ml. of pyridine plus 5.0 ml. of triethylamine. Hydrogen sulfide gas is bubbled into the reaction mixture over a 3 hour period during which time the color of the reaction mixture changes from yellow to green. A solid begins to form in the reaction mixture approximately 15 minutes after the addition of the hydrogen sulfide gas is begun. The mixture is then filtered and the yellow solid is washed with petroleum ether to afford the product of the example as a bright yellow solid, m.p. 268°-272° C.

Workup

  1. customHydrogen sulfide gas is bubbled into the reaction mixture over a 3 hour period during which time the color of the reaction mixture changes from yellow to green
  2. customto form in the reaction mixture approximately 15 minutes
  3. filtrationThe mixture is then filtered
  4. washthe yellow solid is washed with petroleum ether
  5. customto afford the product of the example as a bright yellow solid, m.p. 268°-272° C.

Sources & evidence

ORD record
ord-3105795f68d7491aa7b5eabbdd0031a8
Source dataset
uspto-grants-1978_09
Patent number
US04112095

Reaction notes

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