Phenylhydrazine → Carbazic acid, 2-phenyldithio-, methyl ester

HRID 1816229Notes

Reaction equation

HRID 1816229 reaction equation
[C:1]1([NH:7][NH2:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:9][S:10][C:11](=S)[S:12]C>C(#N)C.C(OCC)C>[CH3:9][S:10][C:11]([N:7]([C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)[NH2:8])=[S:12]

Participants

5

Reactant 2

HCID 7516PhenylhydrazineHCID 16840Dimethyl trithiocarbonate

Product 1

HCID 572457Carbazic acid, 2-phenyldithio-, methyl ester

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 6342AcetonitrileSolvent

Procedure

To a stirred solution of phenylhydrazine (30 mmol, 1 equiv) in dry acetonitrile (20 mL) was added trithiocarbonic acid dimethyl ester (30 mmol, 1 equiv) slowly at ice bath temperature. The mixture was stirred for 18 hours and diluted with diethylether (30 mL). The resulting white solid was filtered and was washed with ether and dried under nitrogen to afford title compound.

Workup

  1. filtrationThe resulting white solid was filtered
  2. washwas washed with ether
  3. customdried under nitrogen

Sources & evidence

ORD record
ord-bcd34c80076142ca840fb3de3f5418a4
Source dataset
uspto-grants-2005_04
Patent number
US06884804B2

Reaction notes

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