Pyridine → HCID 178429569, compound

HRID 1708880Notes

Reaction equation

HRID 1708880 reaction equation
C([N:3]([C:8]1[CH:13]=[CH:12][C:11]([C:14]2[CH:15]([CH3:21])[CH2:16][C:17](=[O:20])[NH:18][N:19]=2)=[CH:10][CH:9]=1)[C:4](=[NH:7])SC)#N.[CH2:22]([NH2:29])[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1.[N:30]1C=CC=C[CH:31]=1>>[CH2:22]([NH:29][C:4](=[N:7][C:31]#[N:30])[NH:3][C:8]1[CH:9]=[CH:10][C:11]([C:14]2[CH:15]([CH3:21])[CH2:16][C:17](=[O:20])[NH:18][N:19]=2)=[CH:12][CH:13]=1)[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1

Participants

4

Reactant 3

HCID 1049PyridineHCID 7504BenzylamineHCID 131715088HCID 131715088, compound

Product 1

HCID 178429569HCID 178429569, compound

Procedure

A stirred mixture of 6-(4-(N-cyano-S-methylisothioureido)phenyl)-5-methyl-4,5-dihydro-3(2H)-pyridazinone (2 g), benzylamine (2 ml) and pyridine (100 ml) was heated under reflux for 2 hours. The residue after evaporation was triturated with ethanol and the resultant solid (1.6 g) was purified by flash chromatography (silica gel, chloroform:methanol mixtures) to give the title compound (0.85 g), m.p. 228°-229° C.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 2 hours
  3. customThe residue after evaporation
  4. customwas triturated with ethanol
  5. customthe resultant solid (1.6 g) was purified by flash chromatography (silica gel, chloroform:methanol mixtures)

Sources & evidence

ORD record
ord-117987fac7f74d4d9682a9ff08d409e1
Source dataset
uspto-grants-1990_08
Patent number
US04946842

Reaction notes

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