Hydrochloric Acid → HCID 21552891, compound

HRID 267984Notes

Reaction equation

HRID 267984 reaction equation
[C:1]([C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][C:11]=2[N:13]2[CH:17]=[CH:16][CH:15]=[CH:14]2)[CH:6]=[CH:5][N:4]=1)#[N:2].Cl>C(OCC)C.C(Cl)(Cl)Cl>[NH:2]=[C:1]1[C:3]2[C:12]3[C:7]([CH:6]=[CH:5][N:4]=2)=[CH:8][CH:9]=[CH:10][C:11]=3[N:13]2[C:17]1=[CH:16][CH:15]=[CH:14]2

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 21552894HCID 21552894, compound

Product 1

HCID 21552891HCID 21552891, compoundYield 80.1%

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 6212ChloroformSolvent

Procedure

A solution of 1-cyano-8-(pyrrol-1-yl)isoquinoline (279 g.) in diethyl ether (7 liters) and pure chloroform (7 liters) saturated with anhydrous hydrogen chloride is kept at a temperature of between 0° and 5° C. for 72 hours. After extraction with ice-water (15 liters) followed by alkalinisation of the blood red acid solution thus obtained, 7-imino-7H-indolizino[5,6,7-ij]isoquinoline (223.4 g.) is obtained in the form of green-yellow needles melting at 201° C. with decomposition.

Workup

  1. extractionAfter extraction with ice-water (15 liters)
  2. customthus obtained

Sources & evidence

ORD record
ord-d47f77d81cc14f07b7f27c01866f64e3
Source dataset
uspto-grants-1976_03
Patent number
US03946019

Reaction notes

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