Hydrazine hydrate (1:1) → HCID 178434665, compound

HRID 407301Notes

Reaction equation

HRID 407301 reaction equation
[F:1][C:2]1[CH:3]=[CH:4][C:5]2[S:9][C:8]([C:10](=[C:13](OC)[CH3:14])[C:11]#[N:12])=[N:7][C:6]=2[CH:17]=1.O.[NH2:19][NH2:20]>CO>[F:1][C:2]1[CH:3]=[CH:4][C:5]2[S:9][C:8]([C:10]3[C:13]([CH3:14])=[N:20][NH:19][C:11]=3[NH2:12])=[N:7][C:6]=2[CH:17]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 667683902-(5-Fluorobenzothiazol-2-yl)-3-methoxybut-2-enenitrile

Product 1

HCID 178434665HCID 178434665, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A suspension of 2-(5-fluorobenzothiazol-2-yl)-3-methoxybut-2-enenitrile (330 mg, 1.3 mmol) and hydrazine hydrate (70 μL) in methanol (40 mL) was heated to reflux overnight. The solution was then cooled to room temperature and the resulting solid was isolated by filtration. The crude material was recrystallized from ethanol to yield 260 mg (78%, 10% for five steps) of the title compound. MS (m/z, ES+): 249.0 (M+1, 100%).

Workup

  1. temperaturewas heated
  2. temperatureto reflux overnight
  3. customthe resulting solid was isolated by filtration
  4. customThe crude material was recrystallized from ethanol

Sources & evidence

ORD record
ord-83238a4bb6d8438a945380513d410db0
Source dataset
uspto-grants-2014_06
Patent number
US08754233B2

Reaction notes

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