2-Chloroethyl Isothiocyanate → HCID 68954103, compound

HRID 215708

Reaction equation

HRID 215708 reaction equation
[Cl:1][C:2]1[C:9]([Cl:10])=[CH:8][CH:7]=[CH:6][C:3]=1[CH2:4][NH2:5].Cl[CH2:12][CH2:13][N:14]=[C:15]=[S:16]>O1CCOCC1>[ClH:1].[Cl:1][C:2]1[C:9]([Cl:10])=[CH:8][CH:7]=[CH:6][C:3]=1[CH2:4][NH:5][C:15]1[S:16][CH2:12][CH2:13][N:14]=1

Participants

4

Reactant 2

HCID 1386612-Chloroethyl IsothiocyanateHCID 5876252,3-Dichlorobenzylamine

Product 1

HCID 68954103HCID 68954103, compoundYield 163.2%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
80 °C

Procedure

A mixture of 0.5 gram (0.0028 mole) of 2,3-dichlorobenzylamine and 0.27 gram (0.0081 mole) of 2-chloroethylisothiocyanate in 10 mL of 1,4-dioxane was placed in a sealed reaction vial. The reaction mixture was heated to 80° C. where it stirred for about 18 hours. The reaction mixture was allowed to cool and a solid precipitate that had formed was collected by filtration. The solid was rinsed with diethyl ether and was dried under reduced pressure to yield 0.68 gram of the title compound. The NMR spectrum was consistent with the proposed structure.

Workup

  1. customwas placed in a sealed reaction vial
  2. temperatureto cool
  3. customa solid precipitate that had formed
  4. filtrationwas collected by filtration
  5. washThe solid was rinsed with diethyl ether
  6. customwas dried under reduced pressure

Sources & evidence

ORD record
ord-6d25758682194a3e9cb055f2726f3e52
Source dataset
uspto-grants-2012_06
Patent number
US08193118B2

Linked notes

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