Acetonitrile → HCID 22757973, compound

HRID 1704615Notes

Reaction equation

HRID 1704615 reaction equation
[C:1]1([S:7]([N:10]=[C:11]=[S:12])(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH2:13][C:14]1[N:19]=[C:18]([O:20][CH3:21])[N:17]=[C:16]([O:22][CH3:23])[N:15]=1.C(#N)C.C([O-])(=O)CCCCCCCCCCC.C([O-])(=O)CCCCCCCCCCC.C([Sn+2]CCCC)CCC>C(OCC)C>[CH3:21][O:20][C:18]1[N:17]=[C:16]([O:22][CH3:23])[N:15]=[C:14]([NH:13][C:11](=[S:12])[NH:10][S:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)(=[O:9])=[O:8])[N:19]=1

Participants

6

Reactant 4

HCID 6342AcetonitrileHCID 278402-Amino-4,6-dimethoxy-1,3,5-triazineHCID 9809426Di-n-butyldilauryltinHCID 12207092Benzenesulfonyl isothiocyanate

Product 1

HCID 22757973HCID 22757973, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A mixture containing 20 g of benzenesulfonyl isothiocyanate, 15.6 g of 2-amino-4,6-dimethoxy-1,3,5-triazine, 250 ml of acetonitrile and a catalytic amount of dibutyltin dilaurate was stirred for 24 hours. After filtration to remove unreacted triazine, the evaporation of the acetonitrile yielded a gummy residue. Trituration of this material with ethyl ether resulted in the precipitation of the desired compound, which was isolated by filtration and melted at 148°-150° C.

Workup

  1. filtrationAfter filtration
  2. customto remove unreacted triazine
  3. customthe evaporation of the acetonitrile
  4. customyielded a gummy residue

Sources & evidence

ORD record
ord-4b0d52eddb034ee388c4cef37179b068
Source dataset
uspto-grants-1978_11
Patent number
US04127405

Reaction notes

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