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Hydrazine hydrate (1:1) → {1-[2-(4-Chlorophenyl)-4-methylthiazol-5-yl]ethylidene}-hydrazine

HRID 1498944
Notes
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Reaction equation

HRID 1498944 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[S:9][C:10]([C:14](=O)[CH3:15])=[C:11]([CH3:13])[N:12]=2)=[CH:4][CH:3]=1.O.[NH2:18][NH2:19]>C(O)C>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[S:9][C:10]([C:14](=[N:18][NH2:19])[CH3:15])=[C:11]([CH3:13])[N:12]=2)=[CH:4][CH:3]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 27284591-(2-(4-Chlorophenyl)-4-methyl-1,3-thiazol-5-yl)ethan-1-one

Product 1

HCID 86679351{1-[2-(4-Chlorophenyl)-4-methylthiazol-5-yl]ethylidene}-hydrazineYield 91%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

In ethanol (10 ml), 1-[2-(4-chlorophenyl)-4-methylthiazol-5-yl]-ethanone (205 mg) prepared in the Step 30-1-1 was dissolved, and hydrazine monohydrate (1.2 g) was added thereto. The mixture was heated under reflux for 21 hours. The mixture was concentrated under a reduced pressure, and then water was added thereto. The precipitated crystal was separated by filtration, washed with water, and dried to give the title compound (196 mg, 91%).

Workup

  1. dissolutionwas dissolved
  2. temperatureThe mixture was heated
  3. temperatureunder reflux for 21 hours
  4. concentrationThe mixture was concentrated under a reduced pressure
  5. additionwater was added
  6. customThe precipitated crystal was separated by filtration
  7. washwashed with water
  8. customdried

Sources & evidence

ORD record
ord-0cbd339fc16e485bb5eacdca582ab373
Source dataset
uspto-grants-2015_12
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US09200008B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes