Hydrazine hydrate (1:1) → 2-tert-Butyl-5-hydrazinyl-1,3,4-thiadiazole

HRID 615816Notes

Reaction equation

HRID 615816 reaction equation
O.[NH2:2][NH2:3].Br[C:5]1[S:6][C:7]([C:10]([CH3:13])([CH3:12])[CH3:11])=[N:8][N:9]=1>C(O)C>[NH:2]([C:5]1[S:6][C:7]([C:10]([CH3:13])([CH3:12])[CH3:11])=[N:8][N:9]=1)[NH2:3]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 204065272-Bromo-5-tert-butyl-1,3,4-thiadiazole

Product 1

HCID 204065342-tert-Butyl-5-hydrazinyl-1,3,4-thiadiazoleYield 79.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Hydrazine hydrate (12.5 g) was added to a solution of 2-bromo-5-t-butyl-1,3,4-thiadiazole (22.1 g) in ethanol (100 ml), and the mixture was heated under reflux for 2 hours. The solvent was evaporated to give an oily solid which was crystallised from water to give 2-hydrazino-5-t-butyl-1,3,4-thiadiazole (13.7 g, 79%) as white needles, mp 111°-112° C.

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 2 hours
  3. customThe solvent was evaporated
  4. customto give an oily solid which
  5. customwas crystallised from water

Sources & evidence

ORD record
ord-49caf2e6591d48e8b96e28f0430e2ed7
Source dataset
uspto-grants-1985_02
Patent number
US04501605

Reaction notes

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