Hydrazine hydrate (1:1) → HCID 178462049, compound

HRID 2170916Notes

Reaction equation

HRID 2170916 reaction equation
[Br:1][C:2]1[N:3]=[C:4]([C:7](=S)[NH:8][C@@H:9]([CH3:14])[C:10]([F:13])([F:12])[F:11])[S:5][CH:6]=1.O.[NH2:17][NH2:18]>>[Br:1][C:2]1[N:3]=[C:4]([C:7](=[N:17][NH2:18])[NH:8][C@@H:9]([CH3:14])[C:10]([F:13])([F:12])[F:11])[S:5][CH:6]=1

Participants

3

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 86723568HCID 86723568, compound

Product 1

HCID 178462049HCID 178462049, compoundYield 105%

Procedure

To a solution of (S)-4-bromo-N-(1,1,1-trifluoropropan-2-yl)thiazole-2-carbothioamide (46 g, 1.0 eq.) was added hydrazine hydrate (15 g, 2.0 eq.). It was refluxed overnight. TLC and LCMS showed the reaction was complete. It was concentrated and the residue was purified by a flash column to obtain 48 g (100% y) of (S)-4-bromo-N-(1,1,1-trifluoropropan-2-yl)thiazole-2-carbohydrazonamide

Workup

  1. temperatureIt was refluxed overnight
  2. concentrationIt was concentrated
  3. customthe residue was purified by a flash column

Sources & evidence

ORD record
ord-a4dc26a6bc03497f8f024deea0a99ee5
Source dataset
uspto-grants-2015_06
Patent number
US09051313B2

Reaction notes

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