2-Chloroaniline → 1-Chloro-2-isothiocyanatobenzene

HRID 1898297Notes

Reaction equation

HRID 1898297 reaction equation
[Cl:1][C:2]1[CH:8]=[CH:7][CH:6]=[CH:5][C:3]=1[NH2:4].[C:9](Cl)(Cl)=[S:10].C(N(C(C)C)C(C)C)C>>[Cl:1][C:2]1[CH:8]=[CH:7][CH:6]=[CH:5][C:3]=1[N:4]=[C:9]=[S:10]

Participants

4

Reactant 3

HCID 72402-ChloroanilineHCID 10040ThiophosgeneHCID 81531Diisopropylethylamine

Product 1

HCID 1231711-Chloro-2-isothiocyanatobenzeneYield 37.5%

Procedure

The title compound was prepared following the procedure described for intermediate-2 using 2-chloro aniline (2.0 g, 15.74 mmol), thiophosgene (1.81 g, 15.73 mmol), and N-ethyl di-isopropyl amine (4.0 g, 31.00 mmol) to afford 1.0 g of the desired product. 1HNMR (DMSO-d6): δ 7.62 (m, 3H), 7.39 (t, J=7.8 Hz, 1H).

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-d6a4fe883c0c43da9cba59ea7752838c
Source dataset
uspto-grants-2013_08
Patent number
US08519149B2

Reaction notes

Loading…