Water → HCID 178503598, compound

HRID 57243

Reaction equation

HRID 57243 reaction equation
[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[C:10](=[C:13](SC)[S:14][CH3:15])[C:11]#[N:12].O.[NH2:19][NH2:20].O>C(O)C>[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[C:10]1[C:11]([NH2:12])=[N:19][NH:20][C:13]=1[S:14][CH3:15]

Participants

5

Reactant 3

HCID 962WaterHCID 24654Hydrazine hydrate (1:1)HCID 28077272-Benzothiazol-2-yl-3,3-bis-methylsulfanylacrylonitrile

Product 1

HCID 178503598HCID 178503598, compoundYield 44%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a suspension of 2-benzothiazol-2-yl-3,3-bismethylsulfanylacrylonitrile (50 mg, 0.18 mmol) in ethanol (2 mL) was added hydrazine hydrate (15 μL). The mixture was heated to reflux for 2 hours. The reaction mixture was then cooled and water was added. The resulting precipitate was isolated by filtration to yield 21 mg (44%) of the title compound as a yellow solid. MS (m/z, ES+): 263 (M+1, 100%).

Workup

  1. temperatureThe mixture was heated
  2. temperatureto reflux for 2 hours
  3. temperatureThe reaction mixture was then cooled
  4. customThe resulting precipitate was isolated by filtration

Sources & evidence

ORD record
ord-9cdc048960cb4db3b2ca342740adbf80
Source dataset
uspto-grants-2016_09
Patent number
US09434720B2

Linked notes

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