Phosphorus oxychloride → Imidazo[1,5-a]quinoline

Reaction equation

[CH:1]([NH:3][CH2:4][C:5]1[CH:14]=[CH:13][C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[N:6]=1)=O.P(Cl)(Cl)(Cl)=O>>[CH:1]1[N:6]2[C:7]3[C:12]([CH:13]=[CH:14][C:5]2=[CH:4][N:3]=1)=[CH:11][CH:10]=[CH:9][CH:8]=3

Participants

Reactant 2

HCID 24813Phosphorus oxychloride

HCID 118301332-Quinolinylmethylformamide

Product 1

HCID 11073814Imidazo[1,5-a]quinoline

Procedure

Treatment of 1.86 g. of 2-formamidomethylquinoline with 15 ml. of phosphorous oxychloride as in Preparation AIII-a gave imidazo[1,5-a]quinoline, which is used without purification.

Sources & evidence

ORD record: ord-626dd3af151e4efe9f0ecc453156111c
Source dataset: uspto-grants-1979_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04141898

Reaction notes

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