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

HRID 1959802
Notes
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Reaction equation

HRID 1959802 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
ParticipantsProcedureWorkupSources & evidenceReaction notes

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%).

On this pageParticipantsProcedureWorkupSources & evidenceReaction notes

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-9bcb0126ed544573bfe0abcb8290cff6
Source dataset
uspto-grants-2013_04
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08410272B2

Reaction notes

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