Thiophosgene → 2,4-Dichloro-1-isothiocyanatobenzene

HRID 1898302Notes

Reaction equation

HRID 1898302 reaction equation
[Cl:1][C:2]1[CH:8]=[C:7]([Cl:9])[CH:6]=[CH:5][C:3]=1[NH2:4].[C:10](Cl)(Cl)=[S:11].C(N(C(C)C)C(C)C)C>>[Cl:1][C:2]1[CH:8]=[C:7]([Cl:9])[CH:6]=[CH:5][C:3]=1[N:4]=[C:10]=[S:11]

Participants

4

Reactant 3

HCID 10040ThiophosgeneHCID 111232,4-DichloroanilineHCID 81531Diisopropylethylamine

Product 1

HCID 810662,4-Dichloro-1-isothiocyanatobenzeneYield 63.5%

Procedure

The title compound was prepared following the procedure described for intermediate-2 using 2,4-dichloro aniline (5.0 g, 30.86 mmol), thiophosgene (3.54 g, 30.86 mmol) and N-ethyl di-isopropyl amine (7.94 g, 61.55 mmol) to afford 4.0 g of the desired product. 1HNMR (CDCl3): δ 7.39 (s, 1H), 7.39-7.12 (m, 2H).

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-4ee1f285287f4ddaa435b6889e047362
Source dataset
uspto-grants-2013_08
Patent number
US08519149B2

Reaction notes

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