Benzylamine → HCID 178512100, compound

HRID 2419779Notes

Reaction equation

HRID 2419779 reaction equation
I.[Cl:2][C:3]1[CH:15]=[CH:14][CH:13]=[C:12]([Cl:16])[C:4]=1[CH:5]=[N:6][NH:7][C:8](=[NH:11])SC.[CH2:17]([NH2:24])[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>C(O)C>[CH2:17]([NH:24][C:8]([NH:7][N:6]=[CH:5][C:4]1[C:12]([Cl:16])=[CH:13][CH:14]=[CH:15][C:3]=1[Cl:2])=[NH:11])[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

Participants

4

Reactant 2

HCID 7504BenzylamineHCID 178504060Methyl 3-(2,6-dichlorobenzylidene)thiocarbazimidate hydroiodide

Product 1

HCID 178512100HCID 178512100, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 11.7 g. of methyl 3-(2,6-dichlorobenzylidene)thiocarbazimidate hydroiodide (U.S. Pat. No. 3,657,337) and 3.37 g. of benzylamine in 25 ml. of ethanol is heated at reflux for 18 hours and then evaporated to dryness under reduced pressure. The residue is partitioned between 80 ml. of diethyl ether and 100 ml. of water and the aqueous extract is made alkaline with ammonia. A pale yellow solid is recovered by filtration and recrystallized from aqueous ethanol, giving the desired product as colorless crystals, m.p. 133°-135° C.

Workup

  1. temperatureat reflux for 18 hours
  2. customevaporated to dryness under reduced pressure
  3. customThe residue is partitioned between 80 ml
  4. extractionof water and the aqueous extract
  5. filtrationA pale yellow solid is recovered by filtration
  6. customrecrystallized from aqueous ethanol

Sources & evidence

ORD record
ord-1407a14b899c4749a1a15926ffc3de7e
Source dataset
uspto-grants-1978_08
Patent number
US04107326

Reaction notes

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