1-Chloro-2-ethynylbenzene → HCID 86683001, compound

HRID 1497163Notes

Reaction equation

HRID 1497163 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([CH3:8])[C:5]([NH2:9])=[C:4](I)[CH:3]=1.[Cl:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[C:18]#[CH:19]>>[Cl:1][C:2]1[CH:7]=[C:6]([CH3:8])[C:5]([NH2:9])=[C:4]([C:19]#[C:18][C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=2[Cl:11])[CH:3]=1

Participants

3

Reactant 2

HCID 5859951-Chloro-2-ethynylbenzeneHCID 154227844-Chloro-2-iodo-6-methylaniline

Product 1

HCID 86683001HCID 86683001, compoundYield 68.4%

Procedure

The title compound was prepared in analogy to example 10 step A from 4-chloro-2-iodo-6-methyl-phenylamine (1.5 g, 5.61 mmol) and 1-chloro-2-ethynyl-benzene (920 mg, 6.73 mmol) to afford 4-chloro-2-(2-chloro-phenylethynyl)-6-methyl-phenylamine (1.06 g, 68%) as an off white solid. LC-MS (ESI): 276 (M+H)+.

Sources & evidence

ORD record
ord-df74a0c9e7aa4ff3a995ba07f6bfaedd
Source dataset
uspto-grants-2015_12
Patent number
US09199938B2

Reaction notes

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