1-Chloro-2-ethynylbenzene → 4-Chloro-2-(2-chloro-phenylethynyl)-6-trifluoromethyl-phenylamine

HRID 1497188Notes

Reaction equation

HRID 1497188 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[C:5]([NH2:12])=[C:4](I)[CH:3]=1.[Cl:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[C:21]#[CH:22]>>[Cl:1][C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[C:5]([NH2:12])=[C:4]([C:22]#[C:21][C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=2[Cl:14])[CH:3]=1

Participants

3

Reactant 2

HCID 5859951-Chloro-2-ethynylbenzeneHCID 668656674-Chloro-2-iodo-6-(trifluoromethyl)aniline

Product 1

HCID 866830154-Chloro-2-(2-chloro-phenylethynyl)-6-trifluoromethyl-phenylamine

Procedure

The title compound was prepared in analogy to example 10 step A from 4-chloro-2-iodo-6-trifluoromethyl-phenylamine (1.5 g, 4.67 mmol) and 1-chloro-2-ethynyl-benzene (766 mg, 5.6 mmol). Brown solid (1.05 g, 68%). LC-MS (ESI): 328 (M−H)−.

Sources & evidence

ORD record
ord-c46e245ab70e42149d131a6e04a884c2
Source dataset
uspto-grants-2015_12
Patent number
US09199938B2

Reaction notes

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