Thiophosgene → 2,6-Dichloro-3-methoxyphenylisothiocyanate

HRID 1902867Notes

Reaction equation

HRID 1902867 reaction equation
[Cl:1][C:2]1[C:8]([O:9][CH3:10])=[CH:7][CH:6]=[C:5]([Cl:11])[C:3]=1[NH2:4].[C:12](Cl)(Cl)=[S:13]>C1(C)C=CC=CC=1>[Cl:1][C:2]1[C:8]([O:9][CH3:10])=[CH:7][CH:6]=[C:5]([Cl:11])[C:3]=1[N:4]=[C:12]=[S:13]

Participants

4

Reactant 2

HCID 10040ThiophosgeneHCID 205138882,6-Dichloro-3-methoxyaniline

Product 1

HCID 205138492,6-Dichloro-3-methoxyphenylisothiocyanate

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Procedure

60.7 g of 2,6-dichloro-3-methoxy-aniline are dissolved in 65 ml of toluene and treated with 25 ml of thiophosgene in 50 ml of toluene. The solution obtained is heated to boiling under reflux overnight and subsequently evaporated in vacuo. There is obtained 2,6-dichloro-3-methoxyphenylisothiocyanate of boiling point 99° (0.13 Torr).

Workup

  1. customThe solution obtained
  2. temperatureis heated
  3. temperatureunder reflux overnight
  4. customsubsequently evaporated in vacuo

Sources & evidence

ORD record
ord-3a1c97d5615a48b19d26889ac3cf7360
Source dataset
uspto-grants-1982_12
Patent number
US04366160

Reaction notes

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