(3-Chloro-4-methylphenyl)hydrazine → N-(3-Chloro-4-methyl-phenyl)-N'-(4,5-dihydro-1H-imidazol-2-yl)-hydrazine

HRID 1993910

Reaction equation

HRID 1993910 reaction equation
I.CS[C:4]1[NH:5][CH2:6][CH2:7][N:8]=1.[Cl:9][C:10]1[CH:11]=[C:12]([NH:17][NH2:18])[CH:13]=[CH:14][C:15]=1[CH3:16]>C1(C)C(C)=CC=CC=1>[Cl:9][C:10]1[CH:11]=[C:12]([NH:17][NH:18][C:4]2[NH:5][CH2:6][CH2:7][N:8]=2)[CH:13]=[CH:14][C:15]=1[CH3:16]

Participants

4

Reactant 2

HCID 292017(3-Chloro-4-methylphenyl)hydrazineHCID 122212281H-Imidazole, 4,5-dihydro-2-(methylthio)-, hydriodide (1:1)

Product 1

HCID 57548164N-(3-Chloro-4-methyl-phenyl)-N'-(4,5-dihydro-1H-imidazol-2-yl)-hydrazine

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Conditions

Temperature
120 °C

Procedure

A mixture of 2-methylthio-2-imidazoline hydroiodide (1.83 g, 12 mmol) and 3-chloro-4-methyl-phenylhydrazine (1.87 g, 12 mmol) in xylene (10 ml) was heated to 120° C. overnight. After cooling down to room temperature the precipitate is filtered off and re-crystallised from ethanol, white solid, 0.41 g, MS (ISP): 227.3, 225.3 ([M+H]+.).

Workup

  1. temperatureAfter cooling down to room temperature the precipitate
  2. filtrationis filtered off
  3. customre-crystallised from ethanol, white solid, 0.41 g, MS (ISP)

Sources & evidence

ORD record
ord-0a2a7132c1954fafbb831e2331556e93
Source dataset
uspto-grants-2010_01
Patent number
US07652055B2

Linked notes

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