1,2-Dichloro-4-isothiocyanatobenzene → N-Cyano-N'-(3,4-dichlorophenyl)thiourea

HRID 847182

Reaction equation

HRID 847182 reaction equation
[N:1]#[C:2][NH2:3].[Na].[Cl:5][C:6]1[CH:7]=[C:8]([N:13]=[C:14]=[S:15])[CH:9]=[CH:10][C:11]=1[Cl:12]>C(O)C>[C:2]([NH:3][C:14]([NH:13][C:8]1[CH:9]=[CH:10][C:11]([Cl:12])=[C:6]([Cl:5])[CH:7]=1)=[S:15])#[N:1]

Participants

4

Reactant 2

HCID 230651,2-Dichloro-4-isothiocyanatobenzeneHCID 57375518Cyanamidnatrium

Product 1

HCID 22244283N-Cyano-N'-(3,4-dichlorophenyl)thioureaYield 82.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The suspension of monosodium cyanamide (1.6 g, 24.5 mmol) in absolute ethanol (50 mL) was slowly treated with 3,4-dichlorophenylisothiocyanate (5.0 g, 24.5 mmol). The reaction was allowed to stir at room temperature for 1 hour and then heated at 75° C. for 4 hours. The reaction was cooled to room temperature and the colorless solid was filtered and washed with ethanol to give the title A compound (5.0 g) as a colorless solid.

Workup

  1. temperatureheated at 75° C. for 4 hours
  2. temperatureThe reaction was cooled to room temperature
  3. filtrationthe colorless solid was filtered
  4. washwashed with ethanol

Sources & evidence

ORD record
ord-2e4a6fee59fc4675a6deacd7f608c47d
Source dataset
uspto-grants-1992_08
Patent number
US05140031

Linked notes

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