1,4-Dichlorobenzene → HCID 89586238, compound

HRID 1747832Notes

Reaction equation

[C:1]1([N:7]2[C:11]([NH:12][CH2:13][C:14]#[N:15])=[CH:10][CH:9]=[N:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:16]([Cl:21])(=O)[C:17](Cl)=[O:18].C1C([Cl:28])=CC=C(Cl)C=1>>[Cl:21][C:16]1[C:17](=[O:18])[N:12]([C:11]2[N:7]([C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=3)[N:8]=[CH:9][CH:10]=2)[CH:13]=[C:14]([Cl:28])[N:15]=1

Participants

Reactant 3

HCID 46851,4-Dichlorobenzene

HCID 65578Oxalyl chloride

HCID 89586276HCID 89586276, compound

Product 1

HCID 89586238HCID 89586238, compound

Conditions

Temperature: 100 °C

Procedure

To a solution of [(1-phenyl-1H-pyrazol-5-yl)amino]acetonitrile (1.20 g) in dichlorobenzene (15.0 mL) was added oxalyl chloride (0.922 g) at room temperature, and the mixture was stirred at 100° C. for 12 hr. The reaction mixture was purified by silica gel column chromatography (dichloromethane/methanol) to give the title compound (0.850 g).

Workup

customThe reaction mixture was purified by silica gel column chromatography (dichloromethane/methanol)

Sources & evidence

ORD record: ord-8b4636ef76fe47739de2fcb3fa22faf7
Source dataset: uspto-grants-2015_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09150588B2

Reaction notes

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