Hydrazine hydrate (1:1) → 1-Amino-2,3-dibenzylguanidine hydroiodide

HRID 2419788Notes

Reaction equation

HRID 2419788 reaction equation
O.[NH2:2][NH2:3].[IH:4].[CH2:5]([NH:12][C:13](=[N:16][CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)SC)[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1>C(O)C>[IH:4].[NH2:2][NH:3][C:13]([NH:12][CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)=[N:16][CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 203825Pseudourea, 1,3-dibenzyl-2-methyl-2-thio-, hydriodide

Product 1

HCID 203143981-Amino-2,3-dibenzylguanidine hydroiodide

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 6 ml. of hydrazine hydrate and the solution of 1,3-dibenzyl-2-methylthiopseudourea hydroiodide from Example 13 in 500 ml. of absolute ethanol is heated at reflux for 4 hours and then evaporated to dryness under reduced pressure. The residual solid is crystallized from isopropyl alcohol twice giving the desired product as colorless crystals, m.p. 135°-137° C.

Workup

  1. temperatureat reflux for 4 hours
  2. customevaporated to dryness under reduced pressure
  3. customThe residual solid is crystallized from isopropyl alcohol

Sources & evidence

ORD record
ord-4133785f5443466580d6a13295424e4a
Source dataset
uspto-grants-1978_08
Patent number
US04107326

Reaction notes

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