2-Naphthoyl chloride → HCID 10083909, compound

HRID 467110Notes

Reaction equation

HRID 467110 reaction equation
[CH3:1][NH:2][C:3](=[S:6])[NH:4][NH2:5].[CH:7]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH:10]=[CH:9][C:8]=1[C:17](Cl)=[O:18]>N1C=CC=CC=1>[CH3:1][NH:2][C:3](=[S:6])[NH:4][NH:5][C:17]([C:8]1[CH:9]=[CH:10][C:11]2[C:16](=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH:7]=1)=[O:18]

Participants

4

Reactant 2

HCID 752462-Naphthoyl chlorideHCID 2723853N-Methylhydrazinecarbothioamide

Product 1

HCID 10083909HCID 10083909, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To a stirred room temperature solution of 4-methylthiosemicarbazide (5.91 g, 5.62×10-2 mole) and pyridine (150 ml) was added 2-naphthoyl chloride (10.7 g, 5.61×10-2 mole). After stirring overnight, the pyridine was evaporated at reduced pressure. The concentrate was treated with water and the undissolved product was collected by filtration and dried by suction. Crystallization from acetone/ethanol afforded off-white needles, Mp 211° C. (decomp).

Workup

  1. customthe pyridine was evaporated at reduced pressure
  2. additionThe concentrate was treated with water
  3. filtrationthe undissolved product was collected by filtration
  4. customdried by suction
  5. customCrystallization from acetone/ethanol afforded off-white needles, Mp 211° C. (decomp)

Sources & evidence

ORD record
ord-9e104bbd9b1346da800d02dfddfd02d3
Source dataset
uspto-grants-1992_10
Patent number
US05158968

Reaction notes

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