2-Chloroethyl Isothiocyanate → HCID 13134758, compound

HRID 482682Notes

Reaction equation

HRID 482682 reaction equation
[CH3:1][C:2]1[C:7]([CH3:8])=[CH:6][CH:5]=[CH:4][C:3]=1[NH:9][NH2:10].Cl[CH2:12][CH2:13][N:14]=[C:15]=[S:16]>C1(C)C=CC=CC=1>[CH3:1][C:2]1[C:7]([CH3:8])=[CH:6][CH:5]=[CH:4][C:3]=1[NH:9][NH:10][C:15]1[S:16][CH2:12][CH2:13][N:14]=1

Participants

4

Reactant 2

HCID 1386612-Chloroethyl IsothiocyanateHCID 2736278(2,3-Dimethylphenyl)hydrazine

Product 1

HCID 13134758HCID 13134758, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Procedure

13.6 g (0.1 mol) of 2,3-dimethylphenylhydrazine were dissolved in 50 ml of toluene, and a solution of 12.8 (5% excess) of 2-chloroethyl isothiocyanate in 25 ml of toluene was added in the course of 15 minutes, while stirring and cooling with ice water, and the mixture was further stirred for 2 hours at room temperature and for 2 hours under reflux. The product was filtered off with suction when cold and was recrystallised from isopropanol. Mp. 220° to 221° (decomposition) (hydrochloride), 13.5 g (52.5% of theory).

Workup

  1. stirringthe mixture was further stirred for 2 hours at room temperature and for 2 hours
  2. temperatureunder reflux
  3. filtrationThe product was filtered off with suction when cold
  4. customwas recrystallised from isopropanol

Sources & evidence

ORD record
ord-96840361cd814ff1b345a5f726cd1db0
Source dataset
uspto-grants-1986_03
Patent number
US04575501

Reaction notes

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