Hydrazine hydrate (1:1) → 4-(1-Adamantyl)-3-thiosemicarbazide

HRID 435443

Reaction equation

HRID 435443 reaction equation
O.[NH2:2][NH2:3].[C:4]12([N:14]=[C:15]=[S:16])[CH2:13][CH:8]3[CH2:9][CH:10]([CH2:12][CH:6]([CH2:7]3)[CH2:5]1)[CH2:11]2>CCO>[C:4]12([NH:14][C:15](=[S:16])[NH:2][NH2:3])[CH2:13][CH:8]3[CH2:9][CH:10]([CH2:12][CH:6]([CH2:7]3)[CH2:5]1)[CH2:11]2

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 107279Adamantyl isothiocyanate

Product 1

HCID 7627094-(1-Adamantyl)-3-thiosemicarbazideYield 96.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 1.5 g (0.03 mol) of hydrazine hydrate in 50 mL of EtOH was treated with 3.86 g (0.02 mol) of 1-adamantyl isothiocyanate, and stirred for 1 hr at room temp. The product was collected and washed 2 times with EtOH, affording 4.33 g (96%) of 4-(1-adamantyl)-3-thiosemicarbazide, mp 206°-207° C. dec. This thiosemicarbazide is disclosed in Chemical Abstracts, 70:11223 (1969); and in U.S. Pat. No. 3,406,180.

Workup

  1. customThe product was collected
  2. washwashed 2 times with EtOH

Sources & evidence

ORD record
ord-d0cfcf831055465f9da0692eba0d50eb
Source dataset
uspto-grants-1983_08
Patent number
US04401670

Linked notes

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