4-Chloroaniline → Ffumobqylsjsfv-uhfffaoysa-

HRID 735027Notes

Reaction equation

[C:1]([OH:5])(=O)[C:2]#[CH:3].[Cl:6][C:7]1[CH:13]=[CH:12][C:10]([NH2:11])=[CH:9][CH:8]=1.ClCCl.CO.N>>[Cl:6][C:7]1[CH:13]=[CH:12][C:10]([NH:11][C:1](=[O:5])[C:2]#[CH:3])=[CH:9][CH:8]=1

Participants

Reactant 3

HCID 78124-Chloroaniline

HCID 10110Propiolic Acid

HCID 21584172Ammonia methanol dichloromethane

Product 1

HCID 14491743Ffumobqylsjsfv-uhfffaoysa-

Procedure

Prepared analogously to Example 1.1.b. from propynoic acid and 4-chloroaniline. Yield: 0.56 g (31.2% of theory); C9H6ClNO (M=179.60); calc.: molecular ion peak (M−H)−: 178/180; found: molecular ion peak (M−H)−: 178/180; Rf value: 0.53 (silica gel, dichloromethane/methanol/ammonia (90:10:1)).

Workup

customPrepared analogously to Example 1.1.b

Sources & evidence

ORD record: ord-552db2ae528644bc94d0ecc190f25048
Source dataset: uspto-grants-2009_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07592373B2

Reaction notes

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