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

HRID 57242Notes

Reaction equation

HRID 57242 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-38f641c1a68b4fb8b061aec3a7fef7fd
Source dataset
uspto-grants-2016_09
Patent number
US09434720B2

Reaction notes

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