Pyridine → HCID 131715624, compound

HRID 845066Notes

Reaction equation

HRID 845066 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]2[C:13](=[CH:14][CH:15]=1)[C:7]1=[N:8][NH:9][C:10](=[O:12])[CH2:11][C:6]1([CH3:16])[CH2:5]2.[CH3:17][S:18][C:19](SC)=[N:20]C#N.[N:25]1C=CC=C[CH:26]=1>>[C:26]([N:1]([C:2]1[CH:3]=[C:4]2[C:13](=[CH:14][CH:15]=1)[C:7]1=[N:8][NH:9][C:10](=[O:12])[CH2:11][C:6]1([CH3:16])[CH2:5]2)[C:19](=[NH:20])[S:18][CH3:17])#[N:25]

Participants

4

Reactant 3

HCID 1049PyridineHCID 66289Dimethyl N-cyanodithioiminocarbonateHCID 14853013HCID 14853013, compound

Product 1

HCID 131715624HCID 131715624, compound

Procedure

A mixture of 7-amino-4,4a,-dihydro-4a-methyl-[5H]-indeno[1,2-c]pyridazin-3[2H]-one (0.78 g), dimethyl cyanodithioiminocarbonate (1.02 g) in dry pyridine (20 ml) were stirred under reflux for 3 hours. The reaction mixture was evaporated to dryness, azeotroped several times with water and the residue triturated with acetone to give 7-(N-cyano-S-methylisothioureido)-4,4a,-dihydro-4a-methyl-[5H]-indeno[1,2-c]pyridazin-3[2H]-one (0.28 g) as a solid, m.p. 240° (d).

Workup

  1. temperatureunder reflux for 3 hours
  2. customThe reaction mixture was evaporated to dryness
  3. customazeotroped several times with water
  4. customthe residue triturated with acetone

Sources & evidence

ORD record
ord-121ff5ce677d41be86dc9e1b18cd4080
Source dataset
uspto-grants-1988_07
Patent number
US04755511

Reaction notes

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